NPASS drugs

Drug Information

Drug ID:	NPD2162
Drug Name:
Molecular Formula:	C16H21NO3S
Canonical SMILES:	OC(=O)CN1C(=S)C(Oc2c1cccc2C(C)C)C(C)C
Standard InCHI:	InChI=1S/C16H21NO3S/c1-9(2)11-6-5-7-12-15(11)20-14(10(3)4)16(21)17(12)8-13(18)19/h5-7,9-10,14H,8H2,1-4H3,(H,18,19)
Standard InCHIKey:	CLDJCRWXLDLJLO-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2162

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	142
0.1-0.2	1013
0.2-0.3	4427
0.3-0.4	8275
0.4-0.5	8303
0.5-0.6	8095
0.6-0.7	632
0.7-0.8	3
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
Intermediate Similarity	0.7178	NPC476475
Intermediate Similarity	0.7062	NPC314861
Intermediate Similarity	0.7006	NPC168750
Remote Similarity	0.6971	NPC301163
Remote Similarity	0.6927	NPC314948
Remote Similarity	0.6885	NPC127082
Remote Similarity	0.6878	NPC474059
Remote Similarity	0.6864	NPC260601
Remote Similarity	0.6857	NPC315257
Remote Similarity	0.6839	NPC478049
Remote Similarity	0.6818	NPC195787
Remote Similarity	0.6818	NPC246140
Remote Similarity	0.6816	NPC70172
Remote Similarity	0.6793	NPC285941
Remote Similarity	0.6772	NPC21425
Remote Similarity	0.6746	NPC476462
Remote Similarity	0.6742	NPC231862
Remote Similarity	0.672	NPC276674
Remote Similarity	0.672	NPC33902
Remote Similarity	0.6686	NPC212850
Remote Similarity	0.6686	NPC189724
Remote Similarity	0.6686	NPC83289
Remote Similarity	0.6685	NPC95412
Remote Similarity	0.6685	NPC472114
Remote Similarity	0.6685	NPC472115
Remote Similarity	0.6684	NPC78284
Remote Similarity	0.6684	NPC471825
Remote Similarity	0.6683	NPC234772
Remote Similarity	0.6667	NPC28510
Remote Similarity	0.6667	NPC292143
Remote Similarity	0.6667	NPC83241
Remote Similarity	0.6667	NPC470483
Remote Similarity	0.6667	NPC139506
Remote Similarity	0.6632	NPC262725
Remote Similarity	0.663	NPC24954
Remote Similarity	0.663	NPC204179
Remote Similarity	0.6614	NPC320394
Remote Similarity	0.6611	NPC57105
Remote Similarity	0.6611	NPC315498
Remote Similarity	0.6611	NPC230942
Remote Similarity	0.6605	NPC250476
Remote Similarity	0.66	NPC470484
Remote Similarity	0.6598	NPC470485
Remote Similarity	0.6596	NPC116096
Remote Similarity	0.6596	NPC190461
Remote Similarity	0.659	NPC189908
Remote Similarity	0.6588	NPC314113
Remote Similarity	0.6585	NPC283079
Remote Similarity	0.6582	NPC472191
Remote Similarity	0.6579	NPC313886
Remote Similarity	0.6579	NPC249405
Remote Similarity	0.6566	NPC470392
Remote Similarity	0.6562	NPC320088
Remote Similarity	0.6561	NPC220961
Remote Similarity	0.6559	NPC473432
Remote Similarity	0.6553	NPC316297
Remote Similarity	0.6553	NPC66191
Remote Similarity	0.6553	NPC314817
Remote Similarity	0.655	NPC204546
Remote Similarity	0.6546	NPC473004
Remote Similarity	0.6543	NPC70092
Remote Similarity	0.6541	NPC321133
Remote Similarity	0.6535	NPC478075
Remote Similarity	0.6532	NPC97004
Remote Similarity	0.6532	NPC161155
Remote Similarity	0.6532	NPC247298
Remote Similarity	0.6532	NPC136951
Remote Similarity	0.6528	NPC474904
Remote Similarity	0.6526	NPC469829
Remote Similarity	0.6526	NPC179704
Remote Similarity	0.6524	NPC220560
Remote Similarity	0.6524	NPC283152
Remote Similarity	0.6508	NPC472163
Remote Similarity	0.6507	NPC475609
Remote Similarity	0.6506	NPC313466
Remote Similarity	0.6503	NPC141739
Remote Similarity	0.6503	NPC136112
Remote Similarity	0.6503	NPC124776
Remote Similarity	0.6502	NPC330683
Remote Similarity	0.6502	NPC329567
Remote Similarity	0.6495	NPC475411
Remote Similarity	0.6489	NPC474815
Remote Similarity	0.6486	NPC85482
Remote Similarity	0.6484	NPC118511
Remote Similarity	0.6481	NPC315632
Remote Similarity	0.6471	NPC290069
Remote Similarity	0.6467	NPC274732
Remote Similarity	0.6467	NPC33507
Remote Similarity	0.6464	NPC93653
Remote Similarity	0.6464	NPC306366
Remote Similarity	0.6457	NPC245974
Remote Similarity	0.6456	NPC127996
Remote Similarity	0.6455	NPC287588
Remote Similarity	0.645	NPC470586
Remote Similarity	0.645	NPC214368
Remote Similarity	0.6447	NPC108847
Remote Similarity	0.6446	NPC231382
Remote Similarity	0.6443	NPC312531
Remote Similarity	0.6436	NPC473422
Remote Similarity	0.6436	NPC315631
Remote Similarity	0.6429	NPC177404
Remote Similarity	0.6429	NPC199737
Remote Similarity	0.6429	NPC297584
Remote Similarity	0.6429	NPC302001
Remote Similarity	0.6429	NPC288110
Remote Similarity	0.6421	NPC288305
Remote Similarity	0.642	NPC476151
Remote Similarity	0.6418	NPC1464
Remote Similarity	0.6414	NPC161804
Remote Similarity	0.6413	NPC127362
Remote Similarity	0.6406	NPC473007
Remote Similarity	0.64	NPC138830
Remote Similarity	0.64	NPC110337
Remote Similarity	0.64	NPC67904
Remote Similarity	0.64	NPC97282
Remote Similarity	0.6398	NPC471648
Remote Similarity	0.6396	NPC230313
Remote Similarity	0.6392	NPC217294
Remote Similarity	0.6387	NPC98197
Remote Similarity	0.6382	NPC138615
Remote Similarity	0.6382	NPC218733
Remote Similarity	0.6382	NPC17677
Remote Similarity	0.6382	NPC132874
Remote Similarity	0.6382	NPC265642
Remote Similarity	0.6382	NPC112937
Remote Similarity	0.6374	NPC231163
Remote Similarity	0.6374	NPC320064
Remote Similarity	0.6374	NPC318591
Remote Similarity	0.6373	NPC198160
Remote Similarity	0.6369	NPC26872
Remote Similarity	0.6368	NPC241704
Remote Similarity	0.6368	NPC166169
Remote Similarity	0.6368	NPC474470
Remote Similarity	0.6364	NPC162653
Remote Similarity	0.6364	NPC73280
Remote Similarity	0.6359	NPC473569
Remote Similarity	0.6359	NPC254700
Remote Similarity	0.6359	NPC237579
Remote Similarity	0.6354	NPC477392
Remote Similarity	0.6354	NPC315934
Remote Similarity	0.6354	NPC302235
Remote Similarity	0.6351	NPC222046
Remote Similarity	0.6348	NPC103379
Remote Similarity	0.6348	NPC477565
Remote Similarity	0.6348	NPC40209
Remote Similarity	0.6347	NPC473987
Remote Similarity	0.6346	NPC30749
Remote Similarity	0.6345	NPC475190
Remote Similarity	0.6345	NPC203972
Remote Similarity	0.634	NPC232872
Remote Similarity	0.6337	NPC311357
Remote Similarity	0.6328	NPC242000
Remote Similarity	0.6327	NPC477526
Remote Similarity	0.6327	NPC22476
Remote Similarity	0.6322	NPC308197
Remote Similarity	0.6321	NPC477391
Remote Similarity	0.6318	NPC127178
Remote Similarity	0.6316	NPC321211
Remote Similarity	0.6316	NPC472168
Remote Similarity	0.6316	NPC307682
Remote Similarity	0.6313	NPC274026
Remote Similarity	0.6313	NPC243626
Remote Similarity	0.6311	NPC477160
Remote Similarity	0.631	NPC471604
Remote Similarity	0.6307	NPC185838
Remote Similarity	0.6307	NPC130926
Remote Similarity	0.6305	NPC207971
Remote Similarity	0.6304	NPC472923
Remote Similarity	0.6303	NPC320242
Remote Similarity	0.6302	NPC469831
Remote Similarity	0.6302	NPC32154
Remote Similarity	0.6301	NPC314682
Remote Similarity	0.63	NPC193906
Remote Similarity	0.63	NPC23080
Remote Similarity	0.63	NPC234933
Remote Similarity	0.6296	NPC471513
Remote Similarity	0.6292	NPC7467
Remote Similarity	0.6284	NPC474058
Remote Similarity	0.6284	NPC148014
Remote Similarity	0.6284	NPC315707
Remote Similarity	0.6284	NPC65490
Remote Similarity	0.6284	NPC40389
Remote Similarity	0.6284	NPC78359
Remote Similarity	0.6284	NPC129603
Remote Similarity	0.6283	NPC85613
Remote Similarity	0.6283	NPC168486
Remote Similarity	0.6283	NPC222592
Remote Similarity	0.628	NPC255253
Remote Similarity	0.628	NPC307020
Remote Similarity	0.6279	NPC319645
Remote Similarity	0.6276	NPC174629
Remote Similarity	0.6276	NPC473008
Remote Similarity	0.6275	NPC47059
Remote Similarity	0.6275	NPC268077
Remote Similarity	0.6275	NPC118832
Remote Similarity	0.6275	NPC329708
Remote Similarity	0.6275	NPC264166
Remote Similarity	0.6275	NPC274291
Remote Similarity	0.6275	NPC87714
Remote Similarity	0.6275	NPC165349

Drug Structure

NPD2162 OpenBabel08211701392D 22 23 0 0 1 0 0 0 0 0999 V2000 0.8660 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 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 1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 9 1 0 0 0 0 2 9 1 0 0 0 0 3 10 1 0 0 0 0 4 10 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 11 1 0 0 0 0 7 12 2 0 0 0 0 8 13 1 0 0 0 0 8 17 1 0 0 0 0 9 11 1 0 0 0 0 10 14 1 0 0 0 0 11 15 2 0 0 0 0 12 15 1 0 0 0 0 12 17 1 0 0 0 0 13 18 2 0 0 0 0 13 19 1 0 0 0 0 14 16 1 0 0 0 0 14 20 1 0 0 0 0 15 20 1 0 0 0 0 16 17 1 0 0 0 0 16 21 2 0 0 0 0 19 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004395
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	197383
ChEBI
CAS Number

Drug Properties

Molecular Weight	307.12
ALogP	0.6573
MLogP	2.67
XLogP	4.008
HDA	3
HBD	1
Rotatable Bonds	9
TPSA	81.86
RO5 Violation	0