NPASS drugs

Drug Information

Drug ID:	NPD5633
Drug Name:	TA-993
Molecular Formula:	C23H28N2O3S
Canonical SMILES:	CN(CCN1c2ccc(cc2S[C@H]([C@H](C1=O)OC(=O)C)c1ccc(cc1)C)C)C
Standard InCHI:	InChI=1S/C23H28N2O3S/c1-15-6-9-18(10-7-15)22-21(28-17(3)26)23(27)25(13-12-24(4)5)19-11-8-16(2)14-20(19)29-22/h6-11,14,21-22H,12-13H2,1-5H3/t21-,22+/m1/s1
Standard InCHIKey:	FVGKAJGOHWOXLU-YADHBBJMSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5633

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	159
0.1-0.2	1056
0.2-0.3	6034
0.3-0.4	15625
0.4-0.5	6574
0.5-0.6	1356
0.6-0.7	86
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	0.686	NPC105717
Remote Similarity	0.6705	NPC286551
Remote Similarity	0.6614	NPC11149
Remote Similarity	0.6613	NPC285622
Remote Similarity	0.6585	NPC136453
Remote Similarity	0.6545	NPC152850
Remote Similarity	0.6545	NPC89923
Remote Similarity	0.6545	NPC105114
Remote Similarity	0.6545	NPC71933
Remote Similarity	0.6545	NPC239990
Remote Similarity	0.6491	NPC287358
Remote Similarity	0.6464	NPC29285
Remote Similarity	0.6429	NPC157311
Remote Similarity	0.6402	NPC317725
Remote Similarity	0.6402	NPC318930
Remote Similarity	0.6402	NPC317362
Remote Similarity	0.6402	NPC326407
Remote Similarity	0.6391	NPC8761
Remote Similarity	0.6391	NPC44805
Remote Similarity	0.6364	NPC165538
Remote Similarity	0.6345	NPC122427
Remote Similarity	0.6333	NPC471741
Remote Similarity	0.6322	NPC315051
Remote Similarity	0.6313	NPC321617
Remote Similarity	0.6308	NPC322621
Remote Similarity	0.6302	NPC321211
Remote Similarity	0.627	NPC201424
Remote Similarity	0.627	NPC474058
Remote Similarity	0.6264	NPC319645
Remote Similarity	0.6263	NPC473298
Remote Similarity	0.6263	NPC329961
Remote Similarity	0.6258	NPC226143
Remote Similarity	0.6237	NPC286871
Remote Similarity	0.6223	NPC472115
Remote Similarity	0.6223	NPC472114
Remote Similarity	0.6215	NPC209509
Remote Similarity	0.6215	NPC308197
Remote Similarity	0.6209	NPC251036
Remote Similarity	0.6203	NPC328270
Remote Similarity	0.6198	NPC129624
Remote Similarity	0.6193	NPC470301
Remote Similarity	0.6183	NPC143457
Remote Similarity	0.6176	NPC473417
Remote Similarity	0.615	NPC176983
Remote Similarity	0.6146	NPC13367
Remote Similarity	0.6143	NPC14877
Remote Similarity	0.6143	NPC145178
Remote Similarity	0.6143	NPC475350
Remote Similarity	0.6142	NPC259626
Remote Similarity	0.6136	NPC269398
Remote Similarity	0.6136	NPC472243
Remote Similarity	0.6136	NPC263493
Remote Similarity	0.6133	NPC242000
Remote Similarity	0.6108	NPC63370
Remote Similarity	0.6108	NPC36836
Remote Similarity	0.6102	NPC468984
Remote Similarity	0.6102	NPC139326
Remote Similarity	0.6102	NPC161069
Remote Similarity	0.6096	NPC225319
Remote Similarity	0.6096	NPC315368
Remote Similarity	0.6094	NPC214626
Remote Similarity	0.6094	NPC251212
Remote Similarity	0.6094	NPC476425
Remote Similarity	0.6094	NPC139085
Remote Similarity	0.6094	NPC96901
Remote Similarity	0.6091	NPC2933
Remote Similarity	0.608	NPC181928
Remote Similarity	0.6077	NPC13470
Remote Similarity	0.6075	NPC113946
Remote Similarity	0.6057	NPC127741
Remote Similarity	0.6056	NPC225648
Remote Similarity	0.6056	NPC329761
Remote Similarity	0.6041	NPC256288
Remote Similarity	0.6036	NPC470343
Remote Similarity	0.6036	NPC472244
Remote Similarity	0.6034	NPC471680
Remote Similarity	0.6034	NPC5620
Remote Similarity	0.6032	NPC189116
Remote Similarity	0.6024	NPC316582
Remote Similarity	0.6019	NPC470491
Remote Similarity	0.601	NPC177261
Remote Similarity	0.601	NPC302235
Remote Similarity	0.6	NPC250476
Remote Similarity	0.6	NPC472106
Remote Similarity	0.6	NPC478076
Remote Similarity	0.6	NPC477173
Remote Similarity	0.5989	NPC254798
Remote Similarity	0.5989	NPC104345
Remote Similarity	0.5979	NPC472120
Remote Similarity	0.5979	NPC472101
Remote Similarity	0.5978	NPC472241
Remote Similarity	0.5978	NPC314223
Remote Similarity	0.5972	NPC470488
Remote Similarity	0.5969	NPC182131
Remote Similarity	0.5967	NPC477556
Remote Similarity	0.5967	NPC138775
Remote Similarity	0.5967	NPC470824
Remote Similarity	0.5967	NPC145113
Remote Similarity	0.5966	NPC471265
Remote Similarity	0.5966	NPC471264
Remote Similarity	0.5966	NPC68865
Remote Similarity	0.5963	NPC475609
Remote Similarity	0.596	NPC161143
Remote Similarity	0.596	NPC477159
Remote Similarity	0.5957	NPC471122
Remote Similarity	0.5954	NPC314098
Remote Similarity	0.5954	NPC231382
Remote Similarity	0.5951	NPC97100
Remote Similarity	0.5951	NPC473375
Remote Similarity	0.595	NPC473615
Remote Similarity	0.5949	NPC476441
Remote Similarity	0.5943	NPC162417
Remote Similarity	0.5943	NPC316104
Remote Similarity	0.5934	NPC189908
Remote Similarity	0.5932	NPC476133
Remote Similarity	0.5932	NPC470884
Remote Similarity	0.5932	NPC92784
Remote Similarity	0.5932	NPC98424
Remote Similarity	0.5932	NPC178662
Remote Similarity	0.5928	NPC302169
Remote Similarity	0.5928	NPC307640
Remote Similarity	0.5926	NPC309531
Remote Similarity	0.5926	NPC472102
Remote Similarity	0.5924	NPC162104
Remote Similarity	0.592	NPC229484
Remote Similarity	0.5916	NPC471124
Remote Similarity	0.5906	NPC322433
Remote Similarity	0.5904	NPC228515
Remote Similarity	0.5902	NPC212799
Remote Similarity	0.5902	NPC129666
Remote Similarity	0.5902	NPC34717
Remote Similarity	0.5902	NPC221687
Remote Similarity	0.5902	NPC283783
Remote Similarity	0.5899	NPC268841
Remote Similarity	0.5899	NPC307357
Remote Similarity	0.5899	NPC46098
Remote Similarity	0.5896	NPC187231
Remote Similarity	0.5896	NPC314431
Remote Similarity	0.5895	NPC282339
Remote Similarity	0.5895	NPC472117
Remote Similarity	0.5895	NPC99632
Remote Similarity	0.5891	NPC284706
Remote Similarity	0.5891	NPC292675
Remote Similarity	0.5886	NPC476198
Remote Similarity	0.5885	NPC278887
Remote Similarity	0.5879	NPC159963
Remote Similarity	0.5879	NPC472242
Remote Similarity	0.5871	NPC282092
Remote Similarity	0.5862	NPC105055
Remote Similarity	0.5862	NPC22689
Remote Similarity	0.5856	NPC478040
Remote Similarity	0.5847	NPC478039
Remote Similarity	0.5845	NPC90967
Remote Similarity	0.5842	NPC73644
Remote Similarity	0.5838	NPC476326
Remote Similarity	0.5838	NPC260075
Remote Similarity	0.5838	NPC473329
Remote Similarity	0.5838	NPC186669
Remote Similarity	0.5829	NPC477179
Remote Similarity	0.5825	NPC239660
Remote Similarity	0.5825	NPC106235
Remote Similarity	0.5825	NPC469915
Remote Similarity	0.5824	NPC314186
Remote Similarity	0.5821	NPC52262
Remote Similarity	0.582	NPC123241
Remote Similarity	0.582	NPC61013
Remote Similarity	0.5819	NPC260045
Remote Similarity	0.5819	NPC474787
Remote Similarity	0.5819	NPC49577
Remote Similarity	0.5819	NPC476102
Remote Similarity	0.5819	NPC9687
Remote Similarity	0.5819	NPC90194
Remote Similarity	0.5819	NPC118099
Remote Similarity	0.5819	NPC151706
Remote Similarity	0.5819	NPC475598
Remote Similarity	0.5819	NPC293377
Remote Similarity	0.5819	NPC273907
Remote Similarity	0.5819	NPC79465
Remote Similarity	0.5819	NPC474855
Remote Similarity	0.5819	NPC76785
Remote Similarity	0.5819	NPC474811
Remote Similarity	0.5819	NPC475318
Remote Similarity	0.5812	NPC293458
Remote Similarity	0.5812	NPC471051
Remote Similarity	0.5812	NPC471053
Remote Similarity	0.5812	NPC476231
Remote Similarity	0.5812	NPC471052
Remote Similarity	0.5811	NPC478141
Remote Similarity	0.581	NPC469560
Remote Similarity	0.5808	NPC475094
Remote Similarity	0.5806	NPC66936
Remote Similarity	0.5803	NPC279527
Remote Similarity	0.5803	NPC214960
Remote Similarity	0.5802	NPC477180
Remote Similarity	0.5802	NPC254850
Remote Similarity	0.5802	NPC477178
Remote Similarity	0.5802	NPC477181
Remote Similarity	0.5801	NPC476978
Remote Similarity	0.58	NPC470317
Remote Similarity	0.5799	NPC257490

Drug Structure

NPD5633 OpenBabel08211708292D 29 31 0 0 1 0 0 0 0 0999 V2000 5.1113 -3.5283 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3705 -3.2115 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0200 1.4465 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6900 2.4787 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1210 1.5030 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2452 -2.0283 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3792 -3.5283 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1123 -1.4988 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3792 -1.5283 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5132 -3.0283 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4888 -0.7170 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5605 0.7515 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5633 0.8262 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7581 -2.5787 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2452 -3.0283 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7470 -2.4297 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8018 0.8230 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5132 -2.0283 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1347 -1.7969 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7219 -0.5311 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.6472 -1.5283 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9888 0.1490 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1238 1.5777 0.0000 N 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 3.7327 1.1884 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.2836 1.1046 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6528 -0.1658 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8209 -2.0917 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 2 16 1 0 0 0 0 3 17 1 0 0 0 0 4 24 1 0 0 0 0 5 24 1 0 0 0 0 6 9 1 0 0 0 0 6 15 2 0 0 0 0 7 10 2 0 0 0 0 7 15 1 0 0 0 0 8 11 2 0 0 0 0 8 16 1 0 0 0 0 9 18 2 0 0 0 0 10 18 1 0 0 0 0 11 19 1 0 0 0 0 12 13 1 0 0 0 0 12 24 1 0 0 0 0 13 25 1 0 0 0 0 14 16 2 0 0 0 0 14 20 1 0 0 0 0 17 26 2 0 0 0 0 17 28 1 0 0 0 0 19 20 2 0 0 0 0 19 25 1 0 0 0 0 20 29 1 0 0 0 0 21 22 1 0 0 0 0 21 23 1 0 0 0 0 21 28 1 6 0 0 0 22 18 1 6 0 0 0 22 29 1 0 0 0 0 23 25 1 0 0 0 0 23 27 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009674
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	412.18
ALogP	1.1921
MLogP	3.33
XLogP	5.363
HDA	5
HBD	0
Rotatable Bonds	11
TPSA	75.15
RO5 Violation	1