NPASS drugs

Drug Information

Drug ID:	NPD2920
Drug Name:	HCV-371
Molecular Formula:	C18H20N2O3
Canonical SMILES:	CCC[C@@]1(OCCc2c1[nH]c1c2c(C#N)ccc1C)CC(=O)O
Standard InCHI:	InChI=1S/C18H20N2O3/c1-3-7-18(9-14(21)22)17-13(6-8-23-18)15-12(10-19)5-4-11(2)16(15)20-17/h4-5,20H,3,6-9H2,1-2H3,(H,21,22)/t18-/m1/s1
Standard InCHIKey:	JXZYSNWHGBGZAI-GOSISDBHSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2920

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	235
0.1-0.2	1093
0.2-0.3	4540
0.3-0.4	10606
0.4-0.5	11040
0.5-0.6	2041
0.6-0.7	1173
0.7-0.8	162
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	0.785	NPC214428
Intermediate Similarity	0.7778	NPC475778
Intermediate Similarity	0.7767	NPC234999
Intermediate Similarity	0.7737	NPC84347
Intermediate Similarity	0.7714	NPC312645
Intermediate Similarity	0.7711	NPC32200
Intermediate Similarity	0.7677	NPC55493
Intermediate Similarity	0.7659	NPC277350
Intermediate Similarity	0.7647	NPC477135
Intermediate Similarity	0.7624	NPC241024
Intermediate Similarity	0.7602	NPC160381
Intermediate Similarity	0.76	NPC85066
Intermediate Similarity	0.76	NPC181502
Intermediate Similarity	0.7571	NPC89508
Intermediate Similarity	0.7512	NPC474116
Intermediate Similarity	0.7512	NPC162730
Intermediate Similarity	0.75	NPC51388
Intermediate Similarity	0.7455	NPC474701
Intermediate Similarity	0.7453	NPC160527
Intermediate Similarity	0.7453	NPC473650
Intermediate Similarity	0.7443	NPC274640
Intermediate Similarity	0.744	NPC132539
Intermediate Similarity	0.7437	NPC175474
Intermediate Similarity	0.7422	NPC475844
Intermediate Similarity	0.7415	NPC79129
Intermediate Similarity	0.7415	NPC249150
Intermediate Similarity	0.7415	NPC49196
Intermediate Similarity	0.7415	NPC313985
Intermediate Similarity	0.7415	NPC195461
Intermediate Similarity	0.7415	NPC81654
Intermediate Similarity	0.7409	NPC471634
Intermediate Similarity	0.7409	NPC473806
Intermediate Similarity	0.7391	NPC165599
Intermediate Similarity	0.7385	NPC472443
Intermediate Similarity	0.7383	NPC314552
Intermediate Similarity	0.7381	NPC284102
Intermediate Similarity	0.7376	NPC475190
Intermediate Similarity	0.7376	NPC474688
Intermediate Similarity	0.7373	NPC144452
Intermediate Similarity	0.736	NPC472444
Intermediate Similarity	0.7353	NPC141454
Intermediate Similarity	0.7347	NPC469896
Intermediate Similarity	0.7333	NPC211997
Intermediate Similarity	0.7327	NPC280799
Intermediate Similarity	0.732	NPC472586
Intermediate Similarity	0.7317	NPC50503
Intermediate Similarity	0.7296	NPC219336
Intermediate Similarity	0.729	NPC118228
Intermediate Similarity	0.7286	NPC476319
Intermediate Similarity	0.7286	NPC244741
Intermediate Similarity	0.7286	NPC314297
Intermediate Similarity	0.7286	NPC315545
Intermediate Similarity	0.7282	NPC134586
Intermediate Similarity	0.7277	NPC118940
Intermediate Similarity	0.7269	NPC184408
Intermediate Similarity	0.7264	NPC128751
Intermediate Similarity	0.7264	NPC314834
Intermediate Similarity	0.7256	NPC3207
Intermediate Similarity	0.7255	NPC276517
Intermediate Similarity	0.7251	NPC39679
Intermediate Similarity	0.7245	NPC15573
Intermediate Similarity	0.7245	NPC183662
Intermediate Similarity	0.7245	NPC217372
Intermediate Similarity	0.7238	NPC313796
Intermediate Similarity	0.7238	NPC314855
Intermediate Similarity	0.7238	NPC187456
Intermediate Similarity	0.7238	NPC313345
Intermediate Similarity	0.7238	NPC315638
Intermediate Similarity	0.7235	NPC475476
Intermediate Similarity	0.7235	NPC242446
Intermediate Similarity	0.7233	NPC52557
Intermediate Similarity	0.723	NPC9894
Intermediate Similarity	0.7228	NPC106833
Intermediate Similarity	0.7228	NPC469497
Intermediate Similarity	0.7225	NPC476098
Intermediate Similarity	0.7222	NPC314394
Intermediate Similarity	0.722	NPC205403
Intermediate Similarity	0.7209	NPC477979
Intermediate Similarity	0.7204	NPC321428
Intermediate Similarity	0.7202	NPC225279
Intermediate Similarity	0.72	NPC473189
Intermediate Similarity	0.7195	NPC79107
Intermediate Similarity	0.7195	NPC112547
Intermediate Similarity	0.7195	NPC475424
Intermediate Similarity	0.7188	NPC470508
Intermediate Similarity	0.7186	NPC19679
Intermediate Similarity	0.7183	NPC475165
Intermediate Similarity	0.7181	NPC207726
Intermediate Similarity	0.7178	NPC63199
Intermediate Similarity	0.7178	NPC111602
Intermediate Similarity	0.7178	NPC102338
Intermediate Similarity	0.7178	NPC196251
Intermediate Similarity	0.7177	NPC476874
Intermediate Similarity	0.7169	NPC2395
Intermediate Similarity	0.7165	NPC280548
Intermediate Similarity	0.7164	NPC194040
Intermediate Similarity	0.7164	NPC235684
Intermediate Similarity	0.7163	NPC475151
Intermediate Similarity	0.7163	NPC39500
Intermediate Similarity	0.7156	NPC18661
Intermediate Similarity	0.7156	NPC300156
Intermediate Similarity	0.715	NPC250129
Intermediate Similarity	0.715	NPC87413
Intermediate Similarity	0.715	NPC306376
Intermediate Similarity	0.7149	NPC235885
Intermediate Similarity	0.7143	NPC293151
Intermediate Similarity	0.7143	NPC141353
Intermediate Similarity	0.7136	NPC469743
Intermediate Similarity	0.7136	NPC71037
Intermediate Similarity	0.7136	NPC474798
Intermediate Similarity	0.7123	NPC174760
Intermediate Similarity	0.7115	NPC128823
Intermediate Similarity	0.7109	NPC314648
Intermediate Similarity	0.7103	NPC123839
Intermediate Similarity	0.7097	NPC36405
Intermediate Similarity	0.7097	NPC74969
Intermediate Similarity	0.7097	NPC469928
Intermediate Similarity	0.7094	NPC246700
Intermediate Similarity	0.7094	NPC221873
Intermediate Similarity	0.7092	NPC34508
Intermediate Similarity	0.7087	NPC474121
Intermediate Similarity	0.7083	NPC31700
Intermediate Similarity	0.7079	NPC315555
Intermediate Similarity	0.7079	NPC99428
Intermediate Similarity	0.7071	NPC293472
Intermediate Similarity	0.7071	NPC111275
Intermediate Similarity	0.707	NPC204303
Intermediate Similarity	0.7068	NPC67056
Intermediate Similarity	0.7064	NPC169402
Intermediate Similarity	0.7061	NPC6786
Intermediate Similarity	0.7059	NPC329858
Intermediate Similarity	0.7059	NPC314333
Intermediate Similarity	0.7051	NPC116238
Intermediate Similarity	0.7048	NPC94428
Intermediate Similarity	0.7048	NPC263937
Intermediate Similarity	0.7045	NPC150239
Intermediate Similarity	0.7042	NPC4687
Intermediate Similarity	0.7042	NPC193777
Intermediate Similarity	0.7037	NPC473180
Intermediate Similarity	0.7035	NPC213468
Intermediate Similarity	0.7035	NPC270009
Intermediate Similarity	0.7035	NPC248041
Intermediate Similarity	0.7035	NPC126709
Intermediate Similarity	0.7032	NPC96321
Intermediate Similarity	0.7024	NPC138370
Intermediate Similarity	0.7023	NPC11464
Intermediate Similarity	0.7023	NPC303951
Intermediate Similarity	0.7023	NPC471304
Intermediate Similarity	0.7021	NPC133609
Intermediate Similarity	0.702	NPC267885
Intermediate Similarity	0.7018	NPC152768
Intermediate Similarity	0.7018	NPC330009
Intermediate Similarity	0.7018	NPC148183
Intermediate Similarity	0.7018	NPC57453
Intermediate Similarity	0.7014	NPC60621
Intermediate Similarity	0.7014	NPC123019
Intermediate Similarity	0.701	NPC46413
Intermediate Similarity	0.7009	NPC470280
Intermediate Similarity	0.7009	NPC266249
Intermediate Similarity	0.7005	NPC19692
Intermediate Similarity	0.7005	NPC473547
Intermediate Similarity	0.7005	NPC220151
Remote Similarity	0.6995	NPC45190
Remote Similarity	0.6995	NPC16667
Remote Similarity	0.6991	NPC187501
Remote Similarity	0.6991	NPC23294
Remote Similarity	0.6986	NPC67288
Remote Similarity	0.6986	NPC473747
Remote Similarity	0.6986	NPC102008
Remote Similarity	0.6982	NPC469312
Remote Similarity	0.6982	NPC41318
Remote Similarity	0.6981	NPC98715
Remote Similarity	0.698	NPC320394
Remote Similarity	0.6977	NPC478158
Remote Similarity	0.6977	NPC271862
Remote Similarity	0.6976	NPC95783
Remote Similarity	0.6972	NPC478157
Remote Similarity	0.6972	NPC97388
Remote Similarity	0.6971	NPC245916
Remote Similarity	0.697	NPC110500
Remote Similarity	0.697	NPC149155
Remote Similarity	0.697	NPC203468
Remote Similarity	0.6968	NPC61813
Remote Similarity	0.6966	NPC107836
Remote Similarity	0.6963	NPC474905
Remote Similarity	0.6963	NPC285469
Remote Similarity	0.696	NPC474192
Remote Similarity	0.696	NPC475720
Remote Similarity	0.6959	NPC48353
Remote Similarity	0.6959	NPC472587
Remote Similarity	0.6957	NPC45850
Remote Similarity	0.6957	NPC473565
Remote Similarity	0.6957	NPC470785
Remote Similarity	0.6955	NPC473041
Remote Similarity	0.6955	NPC247803
Remote Similarity	0.6955	NPC303658
Remote Similarity	0.6954	NPC6982
Remote Similarity	0.6954	NPC158129
Remote Similarity	0.6951	NPC475271
Remote Similarity	0.695	NPC283219

Drug Structure

NPD2920 OpenBabel08211702562D 25 27 0 0 1 0 0 0 0 0999 V2000 0.4734 -2.9930 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0582 -1.4523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1840 -2.1018 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8699 -0.0010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8701 0.9366 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8117 1.4059 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8111 -1.4056 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0002 0.9375 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0003 -0.9368 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0591 2.3422 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0584 -0.4693 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0587 1.4053 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6235 0.9372 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2536 0.4562 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2468 0.9369 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2466 -0.0006 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6233 -0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8113 -0.4687 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.3013 2.8933 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.4351 -0.4690 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.1702 0.2618 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9638 1.3472 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4350 -1.4343 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5904 2.0438 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 11 1 0 0 0 0 3 7 1 0 0 0 0 4 5 2 0 0 0 0 4 11 1 0 0 0 0 5 12 1 0 0 0 0 6 8 1 0 0 0 0 6 13 1 0 0 0 0 8 23 1 0 0 0 0 9 14 1 0 0 0 0 9 18 1 0 0 0 0 10 12 1 0 0 0 0 10 19 3 0 0 0 0 11 16 2 0 0 0 0 12 15 2 0 0 0 0 13 15 1 0 0 0 0 13 17 2 0 0 0 0 14 21 2 0 0 0 0 14 22 1 0 0 0 0 15 16 1 0 0 0 0 16 20 1 0 0 0 0 17 18 1 0 0 0 0 17 20 1 0 0 0 0 18 7 1 6 0 0 0 18 23 1 0 0 0 0 20 24 1 0 0 0 0 22 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009517
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	312.15
ALogP	-0.1016
MLogP	2.89
XLogP	2.341
HDA	5
HBD	2
Rotatable Bonds	7
TPSA	86.11
RO5 Violation	0