NPASS drugs

Drug Information

Drug ID:	NPD3152
Drug Name:
Molecular Formula:	C18H28N2O3S
Canonical SMILES:	CCCS(=O)CCCN(CC(COc1ccc(cc1)C#N)O)CC
Standard InCHI:	InChI=1S/C18H28N2O3S/c1-3-11-24(22)12-5-10-20(4-2)14-17(21)15-23-18-8-6-16(13-19)7-9-18/h6-9,17,21H,3-5,10-12,14-15H2,1-2H3
Standard InCHIKey:	ZMHOBBKJBYLXFR-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3152

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	110
0.1-0.2	1142
0.2-0.3	6441
0.3-0.4	7816
0.4-0.5	5889
0.5-0.6	8431
0.6-0.7	1038
0.7-0.8	23
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	0.7899	NPC320242
Intermediate Similarity	0.7692	NPC307123
Intermediate Similarity	0.7692	NPC97870
Intermediate Similarity	0.7692	NPC247018
Intermediate Similarity	0.7643	NPC141739
Intermediate Similarity	0.7643	NPC136112
Intermediate Similarity	0.7365	NPC307682
Intermediate Similarity	0.7239	NPC46844
Intermediate Similarity	0.7231	NPC192596
Intermediate Similarity	0.7211	NPC274732
Intermediate Similarity	0.72	NPC231163
Intermediate Similarity	0.72	NPC318591
Intermediate Similarity	0.7172	NPC198798
Intermediate Similarity	0.7154	NPC51633
Intermediate Similarity	0.7121	NPC470393
Intermediate Similarity	0.7097	NPC189908
Intermediate Similarity	0.7045	NPC38079
Intermediate Similarity	0.7045	NPC108875
Intermediate Similarity	0.7021	NPC256369
Intermediate Similarity	0.7015	NPC194034
Intermediate Similarity	0.7014	NPC255253
Intermediate Similarity	0.7007	NPC165646
Intermediate Similarity	0.7007	NPC115379
Remote Similarity	0.6985	NPC95977
Remote Similarity	0.6972	NPC263835
Remote Similarity	0.6972	NPC321133
Remote Similarity	0.6963	NPC146530
Remote Similarity	0.6948	NPC204546
Remote Similarity	0.6948	NPC123761
Remote Similarity	0.6934	NPC166837
Remote Similarity	0.6934	NPC55300
Remote Similarity	0.6923	NPC313918
Remote Similarity	0.6901	NPC163036
Remote Similarity	0.6897	NPC328267
Remote Similarity	0.6894	NPC206372
Remote Similarity	0.6894	NPC203424
Remote Similarity	0.6883	NPC83289
Remote Similarity	0.6883	NPC189724
Remote Similarity	0.6883	NPC212850
Remote Similarity	0.687	NPC471576
Remote Similarity	0.6863	NPC321285
Remote Similarity	0.6835	NPC301735
Remote Similarity	0.6818	NPC36434
Remote Similarity	0.681	NPC150670
Remote Similarity	0.6806	NPC83279
Remote Similarity	0.6797	NPC167944
Remote Similarity	0.6797	NPC231884
Remote Similarity	0.6797	NPC42793
Remote Similarity	0.6774	NPC298821
Remote Similarity	0.6765	NPC251306
Remote Similarity	0.6765	NPC258171
Remote Similarity	0.6761	NPC323948
Remote Similarity	0.6755	NPC471953
Remote Similarity	0.6742	NPC100870
Remote Similarity	0.6741	NPC8302
Remote Similarity	0.6738	NPC303370
Remote Similarity	0.6735	NPC62101
Remote Similarity	0.6735	NPC95733
Remote Similarity	0.673	NPC245974
Remote Similarity	0.6714	NPC26524
Remote Similarity	0.6713	NPC101503
Remote Similarity	0.6712	NPC71090
Remote Similarity	0.6709	NPC161155
Remote Similarity	0.6709	NPC247298
Remote Similarity	0.6709	NPC97004
Remote Similarity	0.6709	NPC136951
Remote Similarity	0.669	NPC469412
Remote Similarity	0.669	NPC258992
Remote Similarity	0.669	NPC198734
Remote Similarity	0.6689	NPC29477
Remote Similarity	0.6667	NPC97282
Remote Similarity	0.6667	NPC211218
Remote Similarity	0.6667	NPC474272
Remote Similarity	0.6644	NPC218323
Remote Similarity	0.6644	NPC290451
Remote Similarity	0.6644	NPC127389
Remote Similarity	0.6643	NPC164386
Remote Similarity	0.6642	NPC151530
Remote Similarity	0.6642	NPC227894
Remote Similarity	0.6642	NPC157473
Remote Similarity	0.6624	NPC195814
Remote Similarity	0.6622	NPC109822
Remote Similarity	0.6622	NPC48990
Remote Similarity	0.6622	NPC293701
Remote Similarity	0.6622	NPC94276
Remote Similarity	0.6622	NPC114901
Remote Similarity	0.6621	NPC60589
Remote Similarity	0.6621	NPC41801
Remote Similarity	0.6621	NPC469708
Remote Similarity	0.6619	NPC137685
Remote Similarity	0.6618	NPC473855
Remote Similarity	0.6607	NPC469479
Remote Similarity	0.66	NPC172403
Remote Similarity	0.66	NPC186898
Remote Similarity	0.6594	NPC309982
Remote Similarity	0.6593	NPC305205
Remote Similarity	0.6589	NPC318429
Remote Similarity	0.6577	NPC110131
Remote Similarity	0.6577	NPC194519
Remote Similarity	0.6575	NPC269242
Remote Similarity	0.6575	NPC199023
Remote Similarity	0.6571	NPC78918
Remote Similarity	0.6571	NPC139617
Remote Similarity	0.6569	NPC176971
Remote Similarity	0.6565	NPC471581
Remote Similarity	0.6556	NPC283079
Remote Similarity	0.6554	NPC212176
Remote Similarity	0.6552	NPC43275
Remote Similarity	0.6552	NPC24474
Remote Similarity	0.6552	NPC311595
Remote Similarity	0.6549	NPC235250
Remote Similarity	0.6544	NPC283546
Remote Similarity	0.6538	NPC204848
Remote Similarity	0.6538	NPC14600
Remote Similarity	0.6538	NPC312770
Remote Similarity	0.6538	NPC160607
Remote Similarity	0.6538	NPC41473
Remote Similarity	0.6536	NPC470392
Remote Similarity	0.6533	NPC191037
Remote Similarity	0.6533	NPC58607
Remote Similarity	0.6533	NPC178284
Remote Similarity	0.6519	NPC323204
Remote Similarity	0.6512	NPC99886
Remote Similarity	0.6512	NPC8002
Remote Similarity	0.6512	NPC177844
Remote Similarity	0.6512	NPC259134
Remote Similarity	0.651	NPC287429
Remote Similarity	0.6497	NPC231572
Remote Similarity	0.6496	NPC473393
Remote Similarity	0.6496	NPC42383
Remote Similarity	0.6496	NPC128730
Remote Similarity	0.649	NPC153990
Remote Similarity	0.649	NPC41706
Remote Similarity	0.649	NPC163332
Remote Similarity	0.649	NPC183181
Remote Similarity	0.649	NPC111247
Remote Similarity	0.649	NPC474119
Remote Similarity	0.649	NPC118787
Remote Similarity	0.649	NPC147821
Remote Similarity	0.649	NPC319625
Remote Similarity	0.649	NPC292056
Remote Similarity	0.6486	NPC476142
Remote Similarity	0.6486	NPC298486
Remote Similarity	0.6483	NPC474214
Remote Similarity	0.6481	NPC277857
Remote Similarity	0.6481	NPC115144
Remote Similarity	0.6471	NPC326599
Remote Similarity	0.6471	NPC329595
Remote Similarity	0.6467	NPC207541
Remote Similarity	0.6467	NPC246133
Remote Similarity	0.6467	NPC152186
Remote Similarity	0.6467	NPC170583
Remote Similarity	0.6467	NPC71105
Remote Similarity	0.6467	NPC182147
Remote Similarity	0.6463	NPC207613
Remote Similarity	0.6463	NPC86966
Remote Similarity	0.6462	NPC71853
Remote Similarity	0.646	NPC110337
Remote Similarity	0.646	NPC313414
Remote Similarity	0.6458	NPC290470
Remote Similarity	0.6458	NPC154256
Remote Similarity	0.6454	NPC266932
Remote Similarity	0.6449	NPC113457
Remote Similarity	0.6449	NPC326447
Remote Similarity	0.6449	NPC41594
Remote Similarity	0.6447	NPC302378
Remote Similarity	0.6447	NPC155838
Remote Similarity	0.6444	NPC107101
Remote Similarity	0.6443	NPC307020
Remote Similarity	0.6438	NPC37858
Remote Similarity	0.6438	NPC63628
Remote Similarity	0.6438	NPC474320
Remote Similarity	0.6438	NPC178466
Remote Similarity	0.6438	NPC135349
Remote Similarity	0.6438	NPC135961
Remote Similarity	0.6434	NPC161696
Remote Similarity	0.6433	NPC469505
Remote Similarity	0.6433	NPC193528
Remote Similarity	0.6429	NPC36108
Remote Similarity	0.6429	NPC118419
Remote Similarity	0.6429	NPC246358
Remote Similarity	0.6429	NPC233731
Remote Similarity	0.6429	NPC7097
Remote Similarity	0.6424	NPC156944
Remote Similarity	0.6424	NPC301713
Remote Similarity	0.6424	NPC251466
Remote Similarity	0.6419	NPC324571
Remote Similarity	0.6419	NPC54872
Remote Similarity	0.6419	NPC262156
Remote Similarity	0.6419	NPC343720
Remote Similarity	0.6419	NPC113865
Remote Similarity	0.6419	NPC312675
Remote Similarity	0.6419	NPC184651
Remote Similarity	0.6419	NPC473853
Remote Similarity	0.6419	NPC470804
Remote Similarity	0.6419	NPC470212
Remote Similarity	0.6414	NPC86947
Remote Similarity	0.6412	NPC321956
Remote Similarity	0.6405	NPC273295
Remote Similarity	0.6405	NPC295970

Drug Structure

NPD3152 OpenBabel08211702562D 25 25 0 0 1 0 0 0 0 0999 V2000 4.3301 7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 8.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 5.0000 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 -0.8660 -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 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 6.0000 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 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 6.5000 0.0000 S 0 0 3 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 11 1 0 0 0 0 4 20 1 0 0 0 0 5 10 1 0 0 0 0 5 12 1 0 0 0 0 6 8 1 0 0 0 0 6 16 2 0 0 0 0 7 9 2 0 0 0 0 7 16 1 0 0 0 0 8 18 2 0 0 0 0 9 18 1 0 0 0 0 10 20 1 0 0 0 0 11 24 1 0 0 0 0 12 24 1 0 0 0 0 13 16 1 0 0 0 0 13 19 3 0 0 0 0 14 17 1 0 0 0 0 14 20 1 0 0 0 0 15 17 1 0 0 0 0 15 23 1 0 0 0 0 17 21 1 0 0 0 0 18 23 1 0 0 0 0 21 25 1 0 0 0 0 22 24 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000176
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	3033962
ChEBI
CAS Number

Drug Properties

Molecular Weight	352.18
ALogP	-1.2521
MLogP	2.78
XLogP	1.385
HDA	4
HBD	1
Rotatable Bonds	15
TPSA	92.77
RO5 Violation	1