NPASS drugs

Drug Information

Drug ID:	NPD5422
Drug Name:
Molecular Formula:	C23H19ClO3S
Canonical SMILES:	OC(=O)[C@H](CC(=O)c1ccc(cc1)c1ccc(cc1)Cl)CSc1ccccc1
Standard InCHI:	InChI=1S/C23H19ClO3S/c24-20-12-10-17(11-13-20)16-6-8-18(9-7-16)22(25)14-19(23(26)27)15-28-21-4-2-1-3-5-21/h1-13,19H,14-15H2,(H,26,27)/t19-/m1/s1
Standard InCHIKey:	JXAGDPXECXQWBC-LJQANCHMSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5422

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	211
0.1-0.2	1170
0.2-0.3	2796
0.3-0.4	10136
0.4-0.5	12830
0.5-0.6	3524
0.6-0.7	221
0.7-0.8	2
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	0.7068	NPC93287
Intermediate Similarity	0.7031	NPC329556
Remote Similarity	0.6977	NPC329282
Remote Similarity	0.6957	NPC202015
Remote Similarity	0.6889	NPC471721
Remote Similarity	0.6866	NPC186128
Remote Similarity	0.6831	NPC318067
Remote Similarity	0.6794	NPC105899
Remote Similarity	0.6791	NPC265513
Remote Similarity	0.6769	NPC247976
Remote Similarity	0.6763	NPC318173
Remote Similarity	0.6741	NPC66208
Remote Similarity	0.6741	NPC280789
Remote Similarity	0.6739	NPC158157
Remote Similarity	0.6691	NPC470253
Remote Similarity	0.6667	NPC473247
Remote Similarity	0.6642	NPC318327
Remote Similarity	0.6617	NPC100767
Remote Similarity	0.6615	NPC133809
Remote Similarity	0.6615	NPC128248
Remote Similarity	0.6615	NPC136810
Remote Similarity	0.6597	NPC328107
Remote Similarity	0.6594	NPC215419
Remote Similarity	0.6589	NPC49994
Remote Similarity	0.6573	NPC269923
Remote Similarity	0.6573	NPC167323
Remote Similarity	0.6569	NPC143768
Remote Similarity	0.6565	NPC25458
Remote Similarity	0.6565	NPC304873
Remote Similarity	0.6541	NPC134120
Remote Similarity	0.6531	NPC51448
Remote Similarity	0.6531	NPC115797
Remote Similarity	0.6522	NPC196673
Remote Similarity	0.6515	NPC291426
Remote Similarity	0.6515	NPC255676
Remote Similarity	0.6496	NPC292834
Remote Similarity	0.6496	NPC218855
Remote Similarity	0.6493	NPC37914
Remote Similarity	0.6489	NPC225079
Remote Similarity	0.6483	NPC85511
Remote Similarity	0.6475	NPC186933
Remote Similarity	0.6471	NPC216122
Remote Similarity	0.6466	NPC324786
Remote Similarity	0.6454	NPC323440
Remote Similarity	0.6454	NPC80605
Remote Similarity	0.6454	NPC222968
Remote Similarity	0.6452	NPC69057
Remote Similarity	0.6429	NPC86670
Remote Similarity	0.6429	NPC274455
Remote Similarity	0.6429	NPC19256
Remote Similarity	0.6429	NPC70940
Remote Similarity	0.6423	NPC313981
Remote Similarity	0.6423	NPC474057
Remote Similarity	0.6418	NPC474910
Remote Similarity	0.6412	NPC217621
Remote Similarity	0.6406	NPC289883
Remote Similarity	0.6403	NPC67377
Remote Similarity	0.6403	NPC234637
Remote Similarity	0.6403	NPC130591
Remote Similarity	0.6378	NPC110704
Remote Similarity	0.637	NPC142326
Remote Similarity	0.637	NPC94751
Remote Similarity	0.6364	NPC472879
Remote Similarity	0.6364	NPC476993
Remote Similarity	0.6357	NPC172925
Remote Similarity	0.6357	NPC472880
Remote Similarity	0.6357	NPC217111
Remote Similarity	0.6338	NPC228318
Remote Similarity	0.6336	NPC329387
Remote Similarity	0.6336	NPC317280
Remote Similarity	0.6336	NPC134882
Remote Similarity	0.6331	NPC471481
Remote Similarity	0.6324	NPC249811
Remote Similarity	0.6319	NPC472680
Remote Similarity	0.6319	NPC472679
Remote Similarity	0.6308	NPC185208
Remote Similarity	0.6308	NPC219573
Remote Similarity	0.6304	NPC95126
Remote Similarity	0.6304	NPC475002
Remote Similarity	0.6296	NPC172483
Remote Similarity	0.6296	NPC471186
Remote Similarity	0.6294	NPC472698
Remote Similarity	0.6294	NPC472697
Remote Similarity	0.6288	NPC221825
Remote Similarity	0.6286	NPC294458
Remote Similarity	0.6279	NPC34243
Remote Similarity	0.6279	NPC238219
Remote Similarity	0.6276	NPC476234
Remote Similarity	0.627	NPC267262
Remote Similarity	0.6269	NPC274443
Remote Similarity	0.6268	NPC469843
Remote Similarity	0.626	NPC253423
Remote Similarity	0.626	NPC239185
Remote Similarity	0.626	NPC44830
Remote Similarity	0.626	NPC265220
Remote Similarity	0.6259	NPC474689
Remote Similarity	0.625	NPC476645
Remote Similarity	0.6242	NPC474106
Remote Similarity	0.6241	NPC473325
Remote Similarity	0.6241	NPC109514
Remote Similarity	0.6231	NPC260233
Remote Similarity	0.6216	NPC295664
Remote Similarity	0.6216	NPC164014
Remote Similarity	0.6214	NPC206414
Remote Similarity	0.6214	NPC306977
Remote Similarity	0.6214	NPC128368
Remote Similarity	0.6214	NPC242957
Remote Similarity	0.6214	NPC287055
Remote Similarity	0.6212	NPC75724
Remote Similarity	0.6204	NPC21929
Remote Similarity	0.6202	NPC188844
Remote Similarity	0.6202	NPC1682
Remote Similarity	0.6202	NPC59677
Remote Similarity	0.6202	NPC155232
Remote Similarity	0.6202	NPC153885
Remote Similarity	0.62	NPC478165
Remote Similarity	0.62	NPC478162
Remote Similarity	0.6197	NPC322197
Remote Similarity	0.6194	NPC244427
Remote Similarity	0.6194	NPC222390
Remote Similarity	0.619	NPC322387
Remote Similarity	0.619	NPC474283
Remote Similarity	0.619	NPC68167
Remote Similarity	0.6183	NPC61944
Remote Similarity	0.6174	NPC470765
Remote Similarity	0.6172	NPC277277
Remote Similarity	0.617	NPC326664
Remote Similarity	0.6165	NPC476042
Remote Similarity	0.616	NPC95965
Remote Similarity	0.6159	NPC48248
Remote Similarity	0.6159	NPC477432
Remote Similarity	0.6159	NPC85059
Remote Similarity	0.6149	NPC472681
Remote Similarity	0.6149	NPC275145
Remote Similarity	0.6142	NPC477693
Remote Similarity	0.6142	NPC477704
Remote Similarity	0.6138	NPC204784
Remote Similarity	0.6136	NPC156021
Remote Similarity	0.6136	NPC289201
Remote Similarity	0.6136	NPC226041
Remote Similarity	0.6133	NPC473220
Remote Similarity	0.6133	NPC169913
Remote Similarity	0.6133	NPC470753
Remote Similarity	0.6131	NPC470564
Remote Similarity	0.6131	NPC83409
Remote Similarity	0.6131	NPC244933
Remote Similarity	0.6131	NPC185763
Remote Similarity	0.6131	NPC85560
Remote Similarity	0.6129	NPC273758
Remote Similarity	0.6127	NPC221275
Remote Similarity	0.6127	NPC476357
Remote Similarity	0.6124	NPC133461
Remote Similarity	0.6124	NPC187725
Remote Similarity	0.6124	NPC141607
Remote Similarity	0.6124	NPC284475
Remote Similarity	0.6122	NPC120545
Remote Similarity	0.6119	NPC282895
Remote Similarity	0.6119	NPC264728
Remote Similarity	0.6118	NPC471832
Remote Similarity	0.6118	NPC145990
Remote Similarity	0.6111	NPC160199
Remote Similarity	0.6107	NPC142956
Remote Similarity	0.6103	NPC249067
Remote Similarity	0.6103	NPC472222
Remote Similarity	0.6103	NPC472221
Remote Similarity	0.6101	NPC225243
Remote Similarity	0.6098	NPC12936
Remote Similarity	0.6098	NPC273033
Remote Similarity	0.6096	NPC232958
Remote Similarity	0.6096	NPC280827
Remote Similarity	0.6096	NPC243059
Remote Similarity	0.6094	NPC418308
Remote Similarity	0.609	NPC229242
Remote Similarity	0.6087	NPC203732
Remote Similarity	0.6087	NPC211439
Remote Similarity	0.6084	NPC9274
Remote Similarity	0.6081	NPC300274
Remote Similarity	0.6081	NPC91478
Remote Similarity	0.6077	NPC323420
Remote Similarity	0.6067	NPC275576
Remote Similarity	0.6065	NPC225051
Remote Similarity	0.6065	NPC203486
Remote Similarity	0.6065	NPC329913
Remote Similarity	0.6065	NPC115458
Remote Similarity	0.6061	NPC261947
Remote Similarity	0.6056	NPC153053
Remote Similarity	0.6054	NPC472981
Remote Similarity	0.6054	NPC144547
Remote Similarity	0.6053	NPC96024
Remote Similarity	0.6047	NPC173413
Remote Similarity	0.6043	NPC470252
Remote Similarity	0.6042	NPC212891
Remote Similarity	0.604	NPC375356
Remote Similarity	0.604	NPC12881
Remote Similarity	0.604	NPC140118
Remote Similarity	0.6031	NPC261181
Remote Similarity	0.6029	NPC474866
Remote Similarity	0.6029	NPC475939
Remote Similarity	0.6029	NPC472691
Remote Similarity	0.6029	NPC471829

Drug Structure

NPD5422 OpenBabel08211708292D 29 31 0 0 1 0 0 0 0 0999 V2000 10.3923 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 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 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 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 2.5000 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 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 3.0000 0.0000 C 0 0 2 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 8.6603 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 1.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 2 0 0 0 0 4 21 2 0 0 0 0 5 21 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 12 1 0 0 0 0 10 17 2 0 0 0 0 11 13 2 0 0 0 0 11 17 1 0 0 0 0 12 20 2 0 0 0 0 13 20 1 0 0 0 0 14 22 1 0 0 0 0 15 19 1 0 0 0 0 15 28 1 0 0 0 0 16 17 1 0 0 0 0 18 22 1 0 0 0 0 19 14 1 1 0 0 0 19 23 1 0 0 0 0 20 24 1 0 0 0 0 21 28 1 0 0 0 0 22 25 2 0 0 0 0 23 26 2 0 0 0 0 23 27 1 0 0 0 0 27 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000243; DNC000281
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6918336
ChEBI
CAS Number

Drug Properties

Molecular Weight	410.07
ALogP	0.733
MLogP	3.44
XLogP	7.541
HDA	3
HBD	1
Rotatable Bonds	10
TPSA	79.67
RO5 Violation	1