NPASS drugs

Drug Information

Drug ID:	NPD1660
Drug Name:	Pumosetrag
Molecular Formula:	C15H17N3O2S
Canonical SMILES:	OC(=N[C@H]1CN2CCC1CC2)c1c[nH]c2c(c1=O)scc2
Standard InCHI:	InChI=1S/C15H17N3O2S/c19-13-10(7-16-11-3-6-21-14(11)13)15(20)17-12-8-18-4-1-9(12)2-5-18/h3,6-7,9,12H,1-2,4-5,8H2,(H,16,19)(H,17,20)/t12-/m0/s1
Standard InCHIKey:	AFUWQWYPPZFWCO-LBPRGKRZSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD1660

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	204
0.1-0.2	2106
0.2-0.3	11420
0.3-0.4	12647
0.4-0.5	3413
0.5-0.6	1084
0.6-0.7	16
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	0.6703	NPC292265
Remote Similarity	0.6559	NPC472118
Remote Similarity	0.635	NPC202812
Remote Similarity	0.6263	NPC318183
Remote Similarity	0.6244	NPC98864
Remote Similarity	0.6226	NPC471741
Remote Similarity	0.6188	NPC237649
Remote Similarity	0.6188	NPC300596
Remote Similarity	0.6184	NPC143325
Remote Similarity	0.6176	NPC248782
Remote Similarity	0.615	NPC27904
Remote Similarity	0.6056	NPC136002
Remote Similarity	0.603	NPC316141
Remote Similarity	0.6	NPC113056
Remote Similarity	0.6	NPC138293
Remote Similarity	0.6	NPC471743
Remote Similarity	0.598	NPC285923
Remote Similarity	0.5978	NPC471164
Remote Similarity	0.5944	NPC472241
Remote Similarity	0.5926	NPC36495
Remote Similarity	0.5926	NPC275410
Remote Similarity	0.592	NPC316746
Remote Similarity	0.5904	NPC84317
Remote Similarity	0.5894	NPC272483
Remote Similarity	0.5889	NPC471574
Remote Similarity	0.5885	NPC471130
Remote Similarity	0.5877	NPC138562
Remote Similarity	0.5869	NPC472538
Remote Similarity	0.5869	NPC471155
Remote Similarity	0.5864	NPC88970
Remote Similarity	0.5864	NPC472121
Remote Similarity	0.5862	NPC175474
Remote Similarity	0.5849	NPC473239
Remote Similarity	0.5847	NPC472242
Remote Similarity	0.5842	NPC154478
Remote Similarity	0.5841	NPC270241
Remote Similarity	0.5833	NPC472243
Remote Similarity	0.5833	NPC189116
Remote Similarity	0.5833	NPC472112
Remote Similarity	0.5824	NPC478040
Remote Similarity	0.5822	NPC225400
Remote Similarity	0.5821	NPC46895
Remote Similarity	0.5819	NPC316104
Remote Similarity	0.5819	NPC162417
Remote Similarity	0.5819	NPC253476
Remote Similarity	0.5812	NPC68650
Remote Similarity	0.581	NPC122553
Remote Similarity	0.5808	NPC474081
Remote Similarity	0.5801	NPC43477
Remote Similarity	0.5797	NPC19692
Remote Similarity	0.5797	NPC220151
Remote Similarity	0.5794	NPC470786
Remote Similarity	0.5792	NPC470822
Remote Similarity	0.5784	NPC13470
Remote Similarity	0.5781	NPC472117
Remote Similarity	0.5779	NPC475761
Remote Similarity	0.5775	NPC469563
Remote Similarity	0.5773	NPC214960
Remote Similarity	0.5773	NPC279527
Remote Similarity	0.5771	NPC477432
Remote Similarity	0.5771	NPC472245
Remote Similarity	0.5769	NPC472116
Remote Similarity	0.5762	NPC106118
Remote Similarity	0.5758	NPC475607
Remote Similarity	0.5751	NPC204867
Remote Similarity	0.575	NPC61011
Remote Similarity	0.575	NPC15840
Remote Similarity	0.5745	NPC117032
Remote Similarity	0.5738	NPC471680
Remote Similarity	0.5729	NPC472102
Remote Similarity	0.5729	NPC326575
Remote Similarity	0.5729	NPC14849
Remote Similarity	0.5729	NPC309531
Remote Similarity	0.5722	NPC144691
Remote Similarity	0.5721	NPC478075
Remote Similarity	0.5721	NPC477516
Remote Similarity	0.5714	NPC150863
Remote Similarity	0.5714	NPC2823
Remote Similarity	0.5714	NPC52557
Remote Similarity	0.5714	NPC316202
Remote Similarity	0.5714	NPC50503
Remote Similarity	0.5708	NPC471944
Remote Similarity	0.5707	NPC63199
Remote Similarity	0.5707	NPC328611
Remote Similarity	0.5707	NPC111602
Remote Similarity	0.5707	NPC475594
Remote Similarity	0.5707	NPC213914
Remote Similarity	0.5707	NPC102338
Remote Similarity	0.5707	NPC196251
Remote Similarity	0.5706	NPC279385
Remote Similarity	0.5706	NPC476685
Remote Similarity	0.5706	NPC476687
Remote Similarity	0.5706	NPC179605
Remote Similarity	0.5706	NPC476689
Remote Similarity	0.57	NPC147298
Remote Similarity	0.57	NPC182057
Remote Similarity	0.57	NPC131450
Remote Similarity	0.57	NPC472113
Remote Similarity	0.57	NPC474041
Remote Similarity	0.5699	NPC476231
Remote Similarity	0.5699	NPC293458
Remote Similarity	0.5694	NPC245916
Remote Similarity	0.5694	NPC469578
Remote Similarity	0.5693	NPC470317
Remote Similarity	0.5688	NPC72956
Remote Similarity	0.5686	NPC150308
Remote Similarity	0.5684	NPC209362
Remote Similarity	0.5682	NPC314431
Remote Similarity	0.5682	NPC194562
Remote Similarity	0.568	NPC154339
Remote Similarity	0.5678	NPC476419
Remote Similarity	0.5674	NPC471191
Remote Similarity	0.5673	NPC267343
Remote Similarity	0.5673	NPC103292
Remote Similarity	0.5668	NPC105811
Remote Similarity	0.5665	NPC471742
Remote Similarity	0.5665	NPC258480
Remote Similarity	0.5663	NPC317430
Remote Similarity	0.5663	NPC167724
Remote Similarity	0.5663	NPC224970
Remote Similarity	0.5663	NPC223595
Remote Similarity	0.5662	NPC6865
Remote Similarity	0.5662	NPC153980
Remote Similarity	0.566	NPC249150
Remote Similarity	0.566	NPC49196
Remote Similarity	0.566	NPC195461
Remote Similarity	0.566	NPC81654
Remote Similarity	0.566	NPC79129
Remote Similarity	0.566	NPC313985
Remote Similarity	0.565	NPC83774
Remote Similarity	0.5647	NPC291962
Remote Similarity	0.5647	NPC177684
Remote Similarity	0.5645	NPC478039
Remote Similarity	0.5645	NPC467188
Remote Similarity	0.5644	NPC478141
Remote Similarity	0.5642	NPC469562
Remote Similarity	0.5642	NPC220594
Remote Similarity	0.564	NPC268534
Remote Similarity	0.5632	NPC295021
Remote Similarity	0.5622	NPC475094
Remote Similarity	0.5622	NPC143075
Remote Similarity	0.5619	NPC85651
Remote Similarity	0.5619	NPC176983
Remote Similarity	0.5618	NPC53044
Remote Similarity	0.5616	NPC472109
Remote Similarity	0.5616	NPC472110
Remote Similarity	0.5614	NPC161956
Remote Similarity	0.5614	NPC258531
Remote Similarity	0.5614	NPC112373
Remote Similarity	0.5612	NPC472114
Remote Similarity	0.5612	NPC472115
Remote Similarity	0.5607	NPC472069
Remote Similarity	0.5607	NPC143977
Remote Similarity	0.5607	NPC472063
Remote Similarity	0.5607	NPC472062
Remote Similarity	0.5606	NPC355

Drug Structure

NPD1660 OpenBabel08211701082D 23 26 0 0 1 0 0 0 0 0999 V2000 2.4841 1.6739 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4841 1.6739 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.6180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6181 2.1739 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6181 2.1739 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7521 0.6739 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4841 0.6739 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.6831 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6181 0.1739 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.8171 0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5491 0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 -1.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.4152 -0.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.7521 1.6739 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 1.8171 1.1910 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.5491 1.1910 0.0000 O 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 1.8171 -2.8090 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 1.6910 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 1 9 1 0 0 0 0 2 5 1 0 0 0 0 2 9 1 0 0 0 0 3 6 2 0 0 0 0 3 11 1 0 0 0 0 4 18 1 0 0 0 0 5 18 1 0 0 0 0 6 21 1 0 0 0 0 7 10 2 0 0 0 0 7 16 1 0 0 0 0 8 12 1 0 0 0 0 8 18 1 0 0 0 0 9 12 1 0 0 0 0 10 13 1 0 0 0 0 10 15 1 0 0 0 0 11 14 2 0 0 0 0 11 16 1 0 0 0 0 12 17 1 1 0 0 0 13 14 1 0 0 0 0 13 19 2 0 0 0 0 14 21 1 0 0 0 0 15 17 2 3 0 0 0 15 20 1 0 0 0 0 16 22 1 0 0 0 0 20 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000939
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	154104
ChEBI
CAS Number

Drug Properties

Molecular Weight	303.10
ALogP	-1.4206
MLogP	2.45
XLogP	2.244
HDA	5
HBD	2
Rotatable Bonds	3
TPSA	93.17
RO5 Violation	0