delamanid

CHEBI:134742 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A novel nitroimidazole antibiotic for treating Mycobacterium tuberculosis infection. Delamanid inhibits bacterial cell wall growth by mycolic acid synthesis disruption and is particularly effective in combination therapies against multidrug-resistant tuberculosis. — PMID:25210407

Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.

Classification

nitroimidazole antibioticARO:3004115

Strictly broader compounds or drug classes this molecule belongs to.

nitroimidazole antibiotic ARO:3004115

Chemical structure

Computed structure properties
Molecular formula	C25H25F3N4O6
Charge	0
Average mass	534.491 Da
Monoisotopic mass	534.17262 Da
Source	ChEBI
InChIKey	XDAOLTSRNUSPPH-XMMPIXPASA-N

SMILES

C[C@]1(COc2ccc(N3CCC(Oc4ccc(OC(F)(F)F)cc4)CC3)cc2)Cn2cc([N+](=O)[O-])nc2O1

InChI

InChI=1S/C25H25F3N4O6/c1-24(15-31-14-22(32(33)34)29-23(31)38-24)16-35-18-4-2-17(3-5-18)30-12-10-20(11-13-30)36-19-6-8-21(9-7-19)37-25(26,27)28/h2-9,14,20H,10-13,15-16H2,1H3/t24-/m1/s1

Also called

deltyba (EXACT_SYNONYM)— aro

Cross-references

Identifiers for this same structure in other resources. An accession that lands on two different structures in this corpus is withheld from both rather than shown here, since it names at most one of them.

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record
Source	Native ID	Label	Minted CURIE	Version
ARO	`ARO:3004490`	delamanid	`antibioticmech:aro-2882d6317b`	2026-08-30

Activity spectrum

Measured or curated activity against specific taxa. A number without a method is not an observation — every row here carries an assay.

250 observations · Browse all observations · Complete record (JSON.gz)

Observations 1–20 of 250

Activity observations
Organism	Activity	MIC	Disk diffusion	Assay	Strain	Sample/genome	Evidence
Mycobacterium tuberculosis complex	INTERMEDIATE	—	—	CRyPTIC DST; CLIRES2020; solid media	—	1 source isolates 1 measurements	Evidence Page data (JSON.gz)
Mycobacterium tuberculosis complex	SUSCEPTIBLE	0.03 mg/L	—	CRyPTIC DST; CRyPTIC; liquid media; microdilution plate; UKMYC5; critical concentration 0.12 mg/L	—	581 source isolates 581 measurements	Evidence Page data (JSON.gz)
Mycobacterium tuberculosis complex	SUSCEPTIBLE	0.03 mg/L	—	CRyPTIC DST; CRyPTIC; liquid media; microdilution plate; UKMYC5; critical concentration 0.12 mg/L	—	122 source isolates 122 measurements	Evidence Page data (JSON.gz)
Mycobacterium tuberculosis complex	SUSCEPTIBLE	0.03 mg/L	—	CRyPTIC DST; CRyPTIC; liquid media; microdilution plate; UKMYC5; critical concentration 0.12 mg/L	—	101 source isolates 101 measurements	Evidence Page data (JSON.gz)
Mycobacterium tuberculosis complex	SUSCEPTIBLE	0.06 mg/L	—	CRyPTIC DST; CRyPTIC; liquid media; microdilution plate; UKMYC5; critical concentration 0.12 mg/L	—	307 source isolates 307 measurements	Evidence Page data (JSON.gz)
Mycobacterium tuberculosis complex	SUSCEPTIBLE	0.06 mg/L	—	CRyPTIC DST; CRyPTIC; liquid media; microdilution plate; UKMYC5; critical concentration 0.12 mg/L	—	66 source isolates 66 measurements	Evidence Page data (JSON.gz)
Mycobacterium tuberculosis complex	SUSCEPTIBLE	0.06 mg/L	—	CRyPTIC DST; CRyPTIC; liquid media; microdilution plate; UKMYC5; critical concentration 0.12 mg/L	—	52 source isolates 52 measurements	Evidence Page data (JSON.gz)
Mycobacterium tuberculosis complex	SUSCEPTIBLE	0.12 mg/L	—	CRyPTIC DST; CRyPTIC; liquid media; microdilution plate; UKMYC5; critical concentration 0.12 mg/L	—	128 source isolates 128 measurements	Evidence Page data (JSON.gz)
Mycobacterium tuberculosis complex	SUSCEPTIBLE	0.12 mg/L	—	CRyPTIC DST; CRyPTIC; liquid media; microdilution plate; UKMYC5; critical concentration 0.12 mg/L	—	27 source isolates 27 measurements	Evidence Page data (JSON.gz)
Mycobacterium tuberculosis complex	SUSCEPTIBLE	0.12 mg/L	—	CRyPTIC DST; CRyPTIC; liquid media; microdilution plate; UKMYC5; critical concentration 0.12 mg/L	—	9 source isolates 9 measurements	Evidence Page data (JSON.gz)
Mycobacterium tuberculosis complex	RESISTANT	0.25 mg/L	—	CRyPTIC DST; CRyPTIC; liquid media; microdilution plate; UKMYC5; critical concentration 0.12 mg/L	—	16 source isolates 16 measurements	Evidence Page data (JSON.gz)
Mycobacterium tuberculosis complex	RESISTANT	0.25 mg/L	—	CRyPTIC DST; CRyPTIC; liquid media; microdilution plate; UKMYC5; critical concentration 0.12 mg/L	—	9 source isolates 9 measurements	Evidence Page data (JSON.gz)
Mycobacterium tuberculosis complex	RESISTANT	0.25 mg/L	—	CRyPTIC DST; CRyPTIC; liquid media; microdilution plate; UKMYC5; critical concentration 0.12 mg/L	—	2 source isolates 2 measurements	Evidence Page data (JSON.gz)
Mycobacterium tuberculosis complex	RESISTANT	0.5 mg/L	—	CRyPTIC DST; CRyPTIC; liquid media; microdilution plate; UKMYC5; critical concentration 0.12 mg/L	—	11 source isolates 11 measurements	Evidence Page data (JSON.gz)
Mycobacterium tuberculosis complex	RESISTANT	0.5 mg/L	—	CRyPTIC DST; CRyPTIC; liquid media; microdilution plate; UKMYC5; critical concentration 0.12 mg/L	—	12 source isolates 12 measurements	Evidence Page data (JSON.gz)
Mycobacterium tuberculosis complex	RESISTANT	0.5 mg/L	—	CRyPTIC DST; CRyPTIC; liquid media; microdilution plate; UKMYC5; critical concentration 0.12 mg/L	—	2 source isolates 2 measurements	Evidence Page data (JSON.gz)
Mycobacterium tuberculosis complex	RESISTANT	1.0 mg/L	—	CRyPTIC DST; CRyPTIC; liquid media; microdilution plate; UKMYC5; critical concentration 0.12 mg/L	—	6 source isolates 6 measurements	Evidence Page data (JSON.gz)
Mycobacterium tuberculosis complex	RESISTANT	1.0 mg/L	—	CRyPTIC DST; CRyPTIC; liquid media; microdilution plate; UKMYC5; critical concentration 0.12 mg/L	—	9 source isolates 9 measurements	Evidence Page data (JSON.gz)
Mycobacterium tuberculosis complex	RESISTANT	1.0 mg/L	—	CRyPTIC DST; CRyPTIC; liquid media; microdilution plate; UKMYC5; critical concentration 0.12 mg/L	—	4 source isolates 4 measurements	Evidence Page data (JSON.gz)
Mycobacterium tuberculosis complex	SUSCEPTIBLE	<=0.015 mg/L	—	CRyPTIC DST; CRyPTIC; liquid media; microdilution plate; UKMYC5; critical concentration 0.12 mg/L	—	3890 source isolates 3890 measurements	Evidence Page data (JSON.gz)

Resistance mechanisms

5 source-backed resistance determinants or associations, with ARO grounding where reported. Grouped by reported mechanism type.

ANTIBIOTIC_TARGET_ALTERATION 5

ANTIBIOTIC_TARGET_ALTERATION
Determinant	ARO ID	Organism	Gene families	Evidence
Mycobacterium tuberculosis ddn mutation conferring resistance to nitroimidazole antibiotics	ARO:3007661	not organism-specific	—	ARO:3007661 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3004490 (delamanid); database assertion, not a primary citation.)
Mycobacterium tuberculosis fbiA with mutation conferring resistance to delamanid	ARO:3009339	not organism-specific	—	ARO:3009339 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3004490 (delamanid); database assertion, not a primary citation.)
Mycobacterium tuberculosis fbiB with mutation conferring resistance to delamanid	ARO:3009340	not organism-specific	—	ARO:3009340 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3004490 (delamanid); database assertion, not a primary citation.)
Mycobacterium tuberculosis fbiC with mutation conferring resistance to delamanid	ARO:3009341	not organism-specific	—	ARO:3009341 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3004490 (delamanid); database assertion, not a primary citation.)
Mycobacterium tuberculosis fgd1 with mutation conferring resistance to delamanid	ARO:3007849	not organism-specific	—	ARO:3007849 (CARD/ARO asserts confers_resistance_to_antibiotic ARO:3004490 (delamanid); database assertion, not a primary citation.)

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (ARO, CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-09-26 · seed_from_sources
Re-seeded; changed: activity_spectrum (CRYPTIC 3.4.0). Upstream retrieval date 2026-08-30, unchanged.
RESEEDED_FROM_SOURCES 2026-10-05 · seed_from_sources
Re-seeded; changed: activity_membership_collections (CRYPTIC 3.4.0). Upstream retrieval date 2026-08-30, unchanged.

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record (YAML).

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