NPASS drugs

Drug Information

Drug ID:	NPD4342
Drug Name:	Ataciguat
Molecular Formula:	C21H19Cl2N3O6S3
Canonical SMILES:	Clc1ccc(c(c1)C(=O)Nc1ccc(cc1)S(=O)(=O)N1CCOCC1)NS(=O)(=O)c1ccc(s1)Cl
Standard InCHI:	InChI=1S/C21H19Cl2N3O6S3/c22-14-1-6-18(25-34(28,29)20-8-7-19(23)33-20)17(13-14)21(27)24-15-2-4-16(5-3-15)35(30,31)26-9-11-32-12-10-26/h1-8,13,25H,9-12H2,(H,24,27)
Standard InCHIKey:	PQHLRGARXNPFCF-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4342

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	330
0.1-0.2	3481
0.2-0.3	11902
0.3-0.4	11792
0.4-0.5	2888
0.5-0.6	488
0.6-0.7	9
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Remote Similarity	0.6264	NPC162417
Remote Similarity	0.6264	NPC316104
Remote Similarity	0.6256	NPC475094
Remote Similarity	0.6219	NPC177261
Remote Similarity	0.6193	NPC268534
Remote Similarity	0.6167	NPC209389
Remote Similarity	0.6166	NPC117032
Remote Similarity	0.6067	NPC254698
Remote Similarity	0.6064	NPC471164
Remote Similarity	0.5989	NPC179605
Remote Similarity	0.5989	NPC279385
Remote Similarity	0.5979	NPC2823
Remote Similarity	0.5969	NPC470822
Remote Similarity	0.5969	NPC295021
Remote Similarity	0.596	NPC477887
Remote Similarity	0.5956	NPC187231
Remote Similarity	0.5955	NPC103292
Remote Similarity	0.5955	NPC257490
Remote Similarity	0.5938	NPC313850
Remote Similarity	0.592	NPC113056
Remote Similarity	0.592	NPC138293
Remote Similarity	0.5885	NPC136002
Remote Similarity	0.5882	NPC300299
Remote Similarity	0.5877	NPC133003
Remote Similarity	0.5874	NPC477999
Remote Similarity	0.5862	NPC182131
Remote Similarity	0.5843	NPC177684
Remote Similarity	0.5843	NPC291962
Remote Similarity	0.5842	NPC207554
Remote Similarity	0.5816	NPC473329
Remote Similarity	0.5812	NPC470301
Remote Similarity	0.581	NPC112373
Remote Similarity	0.581	NPC161956
Remote Similarity	0.581	NPC258531
Remote Similarity	0.5805	NPC472118
Remote Similarity	0.5789	NPC83214
Remote Similarity	0.5787	NPC314223
Remote Similarity	0.5784	NPC279527
Remote Similarity	0.5784	NPC214960
Remote Similarity	0.5775	NPC17273
Remote Similarity	0.5775	NPC135601
Remote Similarity	0.5775	NPC141612
Remote Similarity	0.5769	NPC192533
Remote Similarity	0.5767	NPC325599
Remote Similarity	0.5755	NPC21429
Remote Similarity	0.5744	NPC324445
Remote Similarity	0.5737	NPC122553
Remote Similarity	0.5729	NPC471574
Remote Similarity	0.5729	NPC43477
Remote Similarity	0.5722	NPC207428
Remote Similarity	0.5721	NPC470548
Remote Similarity	0.5707	NPC322433
Remote Similarity	0.5699	NPC194562
Remote Similarity	0.5694	NPC324091
Remote Similarity	0.5691	NPC130655
Remote Similarity	0.5686	NPC328270
Remote Similarity	0.5677	NPC130251
Remote Similarity	0.5659	NPC39818
Remote Similarity	0.5652	NPC471943
Remote Similarity	0.5644	NPC473239
Remote Similarity	0.5637	NPC176983
Remote Similarity	0.5634	NPC470205
Remote Similarity	0.5632	NPC173295
Remote Similarity	0.5625	NPC469560
Remote Similarity	0.5625	NPC355
Remote Similarity	0.5616	NPC154478
Remote Similarity	0.5613	NPC88110
Remote Similarity	0.5606	NPC300596
Remote Similarity	0.5606	NPC237649

Drug Structure

NPD4342 OpenBabel08211705262D 37 40 0 0 0 0 0 0 0 0999 V2000 -1.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7321 -3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8660 -1.9641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5981 -2.9641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7321 -1.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 -3.4641 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -1.0878 3.3479 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.8660 -2.9641 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 0.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.5000 -4.3301 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1340 -3.9641 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.5981 -1.9641 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 1.5878 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -6.0000 -3.4641 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 6 2 0 0 0 0 1 14 1 0 0 0 0 2 4 1 0 0 0 0 2 15 2 0 0 0 0 3 5 2 0 0 0 0 3 15 1 0 0 0 0 4 16 2 0 0 0 0 5 16 1 0 0 0 0 6 18 1 0 0 0 0 7 8 1 0 0 0 0 7 19 2 0 0 0 0 8 20 2 0 0 0 0 9 11 1 0 0 0 0 9 26 1 0 0 0 0 10 12 1 0 0 0 0 10 26 1 0 0 0 0 11 32 1 0 0 0 0 12 32 1 0 0 0 0 13 14 2 0 0 0 0 13 17 1 0 0 0 0 14 22 1 0 0 0 0 15 24 1 0 0 0 0 16 35 1 0 0 0 0 17 18 2 0 0 0 0 17 21 1 0 0 0 0 18 25 1 0 0 0 0 19 23 1 0 0 0 0 19 33 1 0 0 0 0 20 33 1 0 0 0 0 20 34 1 0 0 0 0 21 24 1 0 0 0 0 21 27 2 0 0 0 0 24 36 1 0 0 0 0 25 34 1 0 0 0 0 25 37 1 0 0 0 0 26 35 1 0 0 0 0 28 34 2 0 0 0 0 29 34 2 0 0 0 0 30 35 2 0 0 0 0 31 35 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000440
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	213037
ChEBI
CAS Number

Drug Properties

Molecular Weight	574.98
ALogP	-0.7469
MLogP	2.23
XLogP	3.218
HDA	9
HBD	2
Rotatable Bonds	10
TPSA	166.88
RO5 Violation	0