NPASS drugs

Drug Information

Drug ID:	NPD6383
Drug Name:
Molecular Formula:	C25H35NO4S
Canonical SMILES:	OC1CCC(CC1)N(c1cc(sc1C(=O)O)C#CC(C)(C)C)C(=O)C1CCC(CC1)C
Standard InCHI:	InChI=1S/C25H35NO4S/c1-16-5-7-17(8-6-16)23(28)26(18-9-11-19(27)12-10-18)21-15-20(13-14-25(2,3)4)31-22(21)24(29)30/h15-19,27H,5-12H2,1-4H3,(H,29,30)
Standard InCHIKey:	WPMJNLCLKAKMLA-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6383

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	151
0.1-0.2	981
0.2-0.3	4550
0.3-0.4	14645
0.4-0.5	9230
0.5-0.6	1292
0.6-0.7	41
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	0.6541	NPC189116
Remote Similarity	0.6395	NPC253476
Remote Similarity	0.6364	NPC43477
Remote Similarity	0.6296	NPC182131
Remote Similarity	0.6257	NPC27904
Remote Similarity	0.623	NPC314223
Remote Similarity	0.6223	NPC199737
Remote Similarity	0.6221	NPC314098
Remote Similarity	0.6215	NPC242933
Remote Similarity	0.6138	NPC472117
Remote Similarity	0.6134	NPC470548
Remote Similarity	0.6103	NPC129624
Remote Similarity	0.6093	NPC471741
Remote Similarity	0.6087	NPC144691
Remote Similarity	0.6085	NPC315368
Remote Similarity	0.608	NPC173295
Remote Similarity	0.6073	NPC471130
Remote Similarity	0.607	NPC473815
Remote Similarity	0.6068	NPC472541
Remote Similarity	0.6068	NPC472542
Remote Similarity	0.6067	NPC315224
Remote Similarity	0.6041	NPC475094
Remote Similarity	0.6039	NPC311054
Remote Similarity	0.6039	NPC112752
Remote Similarity	0.6034	NPC315051
Remote Similarity	0.6034	NPC204156
Remote Similarity	0.6031	NPC112336
Remote Similarity	0.6031	NPC474814
Remote Similarity	0.6023	NPC470343
Remote Similarity	0.6023	NPC472244
Remote Similarity	0.6021	NPC313757
Remote Similarity	0.6019	NPC472540
Remote Similarity	0.6019	NPC470787
Remote Similarity	0.6019	NPC472539
Remote Similarity	0.6011	NPC478039
Remote Similarity	0.601	NPC475685
Remote Similarity	0.601	NPC90358
Remote Similarity	0.601	NPC107828
Remote Similarity	0.6	NPC23908
Remote Similarity	0.6	NPC472102
Remote Similarity	0.6	NPC309531
Remote Similarity	0.599	NPC474081
Remote Similarity	0.5979	NPC469915
Remote Similarity	0.5972	NPC143325
Remote Similarity	0.5971	NPC21483
Remote Similarity	0.5971	NPC198205
Remote Similarity	0.597	NPC322621
Remote Similarity	0.5969	NPC88970
Remote Similarity	0.5969	NPC472120
Remote Similarity	0.5969	NPC472101
Remote Similarity	0.5965	NPC285394
Remote Similarity	0.5952	NPC136573
Remote Similarity	0.5952	NPC176371
Remote Similarity	0.5951	NPC165538
Remote Similarity	0.595	NPC470317
Remote Similarity	0.5939	NPC475607
Remote Similarity	0.5931	NPC471195
Remote Similarity	0.5931	NPC471196
Remote Similarity	0.5931	NPC313293
Remote Similarity	0.5924	NPC475223
Remote Similarity	0.592	NPC471742
Remote Similarity	0.5916	NPC201424
Remote Similarity	0.5913	NPC198390
Remote Similarity	0.5907	NPC472106
Remote Similarity	0.5905	NPC475489
Remote Similarity	0.5902	NPC314186
Remote Similarity	0.5899	NPC251036
Remote Similarity	0.5896	NPC475448
Remote Similarity	0.5896	NPC246983
Remote Similarity	0.5892	NPC212799
Remote Similarity	0.5888	NPC475594
Remote Similarity	0.5879	NPC475761
Remote Similarity	0.5876	NPC472114
Remote Similarity	0.5876	NPC472115
Remote Similarity	0.5864	NPC471122
Remote Similarity	0.586	NPC237649
Remote Similarity	0.586	NPC300596
Remote Similarity	0.5859	NPC471743
Remote Similarity	0.5854	NPC122427
Remote Similarity	0.5847	NPC308197
Remote Similarity	0.5842	NPC29285
Remote Similarity	0.5842	NPC97584
Remote Similarity	0.5842	NPC302235
Remote Similarity	0.5838	NPC324445
Remote Similarity	0.5837	NPC316282
Remote Similarity	0.5833	NPC145178
Remote Similarity	0.5833	NPC14877
Remote Similarity	0.5833	NPC475350
Remote Similarity	0.5825	NPC52059
Remote Similarity	0.5825	NPC471124
Remote Similarity	0.5825	NPC470069
Remote Similarity	0.5824	NPC258531
Remote Similarity	0.5824	NPC112373
Remote Similarity	0.5824	NPC130931
Remote Similarity	0.5824	NPC161956
Remote Similarity	0.5816	NPC471778
Remote Similarity	0.5816	NPC472118
Remote Similarity	0.5812	NPC211525
Remote Similarity	0.5812	NPC153694
Remote Similarity	0.5811	NPC475609
Remote Similarity	0.5808	NPC475316
Remote Similarity	0.5808	NPC473486
Remote Similarity	0.5806	NPC254798
Remote Similarity	0.5805	NPC250476
Remote Similarity	0.5805	NPC65310
Remote Similarity	0.5803	NPC35510
Remote Similarity	0.5803	NPC253667
Remote Similarity	0.58	NPC321211
Remote Similarity	0.58	NPC218594
Remote Similarity	0.58	NPC99043
Remote Similarity	0.58	NPC474815
Remote Similarity	0.58	NPC474041
Remote Similarity	0.5795	NPC278887
Remote Similarity	0.5787	NPC313663
Remote Similarity	0.5787	NPC355
Remote Similarity	0.5784	NPC90415
Remote Similarity	0.5781	NPC36495
Remote Similarity	0.5779	NPC476441
Remote Similarity	0.5777	NPC329961
Remote Similarity	0.5775	NPC242000
Remote Similarity	0.5773	NPC204867
Remote Similarity	0.5771	NPC11149
Remote Similarity	0.5769	NPC472243
Remote Similarity	0.5769	NPC150712
Remote Similarity	0.5765	NPC470971
Remote Similarity	0.5765	NPC177684
Remote Similarity	0.5765	NPC291962
Remote Similarity	0.5764	NPC35390
Remote Similarity	0.5764	NPC473781
Remote Similarity	0.5764	NPC470631
Remote Similarity	0.5758	NPC96901
Remote Similarity	0.5756	NPC26285
Remote Similarity	0.5754	NPC316104
Remote Similarity	0.5754	NPC162417
Remote Similarity	0.5751	NPC474058
Remote Similarity	0.5751	NPC320064
Remote Similarity	0.5751	NPC73644
Remote Similarity	0.5751	NPC93653
Remote Similarity	0.5748	NPC295548
Remote Similarity	0.5746	NPC122553
Remote Similarity	0.5746	NPC287358
Remote Similarity	0.5743	NPC475962
Remote Similarity	0.5742	NPC198401
Remote Similarity	0.5741	NPC472538
Remote Similarity	0.5739	NPC122235
Remote Similarity	0.5738	NPC186284
Remote Similarity	0.5738	NPC22082
Remote Similarity	0.5735	NPC102008
Remote Similarity	0.5733	NPC478141
Remote Similarity	0.5728	NPC471944
Remote Similarity	0.5722	NPC76785
Remote Similarity	0.5722	NPC9687
Remote Similarity	0.5722	NPC118099
Remote Similarity	0.5722	NPC474787
Remote Similarity	0.5722	NPC474811
Remote Similarity	0.5722	NPC475598
Remote Similarity	0.5722	NPC273907
Remote Similarity	0.5722	NPC293377
Remote Similarity	0.5722	NPC151706
Remote Similarity	0.5722	NPC260045
Remote Similarity	0.5722	NPC90194
Remote Similarity	0.5722	NPC474855
Remote Similarity	0.5722	NPC49577
Remote Similarity	0.5722	NPC79465
Remote Similarity	0.5722	NPC476102
Remote Similarity	0.5722	NPC475318
Remote Similarity	0.5721	NPC15384
Remote Similarity	0.5721	NPC244425
Remote Similarity	0.5714	NPC154602
Remote Similarity	0.5707	NPC471648
Remote Similarity	0.5706	NPC477432
Remote Similarity	0.57	NPC5630
Remote Similarity	0.57	NPC474059
Remote Similarity	0.5699	NPC263709
Remote Similarity	0.5699	NPC148468
Remote Similarity	0.5699	NPC63210
Remote Similarity	0.5699	NPC154478
Remote Similarity	0.5699	NPC470824
Remote Similarity	0.5699	NPC243673
Remote Similarity	0.5699	NPC310403
Remote Similarity	0.5699	NPC97380
Remote Similarity	0.5698	NPC257490
Remote Similarity	0.5694	NPC225400
Remote Similarity	0.5692	NPC292143
Remote Similarity	0.5692	NPC138293
Remote Similarity	0.5692	NPC139506
Remote Similarity	0.5692	NPC113056
Remote Similarity	0.569	NPC226794
Remote Similarity	0.569	NPC170751
Remote Similarity	0.5686	NPC203635
Remote Similarity	0.5684	NPC285381
Remote Similarity	0.5678	NPC177261
Remote Similarity	0.5676	NPC478040
Remote Similarity	0.5674	NPC75498
Remote Similarity	0.5674	NPC231382
Remote Similarity	0.5673	NPC92803
Remote Similarity	0.567	NPC225319
Remote Similarity	0.5668	NPC471155
Remote Similarity	0.5668	NPC259678
Remote Similarity	0.5668	NPC470579

Drug Structure

NPD6383 OpenBabel08211709092D 33 35 0 0 1 0 0 0 0 0999 V2000 6.9464 -3.5996 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1733 -1.7183 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2852 -2.1137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9583 -0.3603 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2624 -3.5996 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1044 -2.1413 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4205 -3.1135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2624 -1.6551 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5785 -3.5996 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8946 -3.5996 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5785 -4.5718 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8946 -4.5718 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4530 -0.9436 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4199 -1.0452 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1644 -1.5645 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1044 -3.1135 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 4.4205 -2.1413 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.7365 -3.1135 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.7365 -5.0579 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.4861 -0.8420 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0526 -1.1690 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9510 -0.2021 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5785 -1.6551 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6735 0.4484 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3868 -1.1468 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7365 -2.1413 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.7365 -6.0301 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.5785 -0.6829 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.1480 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4713 1.3994 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 1.8946 -6.5163 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1938 2.0499 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 25 1 0 0 0 0 3 25 1 0 0 0 0 4 25 1 0 0 0 0 5 7 1 0 0 0 0 5 16 1 0 0 0 0 6 8 1 0 0 0 0 6 16 1 0 0 0 0 7 17 1 0 0 0 0 8 17 1 0 0 0 0 9 11 1 0 0 0 0 9 18 1 0 0 0 0 10 12 1 0 0 0 0 10 18 1 0 0 0 0 11 19 1 0 0 0 0 12 19 1 0 0 0 0 13 14 3 0 0 0 0 13 20 1 0 0 0 0 14 25 1 0 0 0 0 15 20 2 0 0 0 0 15 21 1 0 0 0 0 17 23 1 0 0 0 0 18 26 1 0 0 0 0 19 27 1 0 0 0 0 20 31 1 0 0 0 0 21 22 2 0 0 0 0 21 26 1 0 0 0 0 22 24 1 0 0 0 0 22 31 1 0 0 0 0 23 26 1 0 0 0 0 23 28 2 0 0 0 0 24 29 2 0 0 0 0 24 30 1 0 0 0 0 27 32 1 0 0 0 0 30 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL001253
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	24798764
ChEBI
CAS Number

Drug Properties

Molecular Weight	445.23
ALogP	1.1606
MLogP	3.55
XLogP	5.854
HDA	5
HBD	2
Rotatable Bonds	11
TPSA	106.08
RO5 Violation	1