NPASS drugs

Drug Information

Drug ID:	NPD4602
Drug Name:	Vincamine
Molecular Formula:	C21H26N2O3
Canonical SMILES:	COC(=O)[C@@]1(O)C[C@]2(CC)CCCN3[C@@H]2c2n1c1ccccc1c2CC3
Standard InCHI:	InChI=1S/C21H26N2O3/c1-3-20-10-6-11-22-12-9-15-14-7-4-5-8-16(14)23(17(15)18(20)22)21(25,13-20)19(24)26-2/h4-5,7-8,18,25H,3,6,9-13H2,1-2H3/t18-,20+,21+/m1/s1
Standard InCHIKey:	RXPRRQLKFXBCSJ-GIVPXCGWSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4602

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	206
0.1-0.2	1087
0.2-0.3	5838
0.3-0.4	17206
0.4-0.5	3125
0.5-0.6	1793
0.6-0.7	1385
0.7-0.8	212
0.8-0.85	31
0.85-0.9	3
0.9-0.95	2
0.95-1	2

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
High Similarity	1.0	NPC289299
High Similarity	1.0	NPC57994
High Similarity	0.9195	NPC143533
High Similarity	0.9011	NPC469736
High Similarity	0.875	NPC472116
High Similarity	0.8722	NPC478077
High Similarity	0.8596	NPC133261
Intermediate Similarity	0.847	NPC472323
Intermediate Similarity	0.8457	NPC52557
Intermediate Similarity	0.8444	NPC15840
Intermediate Similarity	0.8407	NPC472119
Intermediate Similarity	0.8343	NPC469896
Intermediate Similarity	0.8333	NPC81229
Intermediate Similarity	0.8333	NPC255229
Intermediate Similarity	0.8324	NPC175474
Intermediate Similarity	0.8287	NPC219336
Intermediate Similarity	0.8261	NPC472107
Intermediate Similarity	0.8261	NPC79062
Intermediate Similarity	0.8232	NPC217372
Intermediate Similarity	0.8232	NPC183662
Intermediate Similarity	0.8232	NPC15573
Intermediate Similarity	0.8207	NPC258480
Intermediate Similarity	0.8182	NPC194881
Intermediate Similarity	0.8138	NPC472097
Intermediate Similarity	0.8118	NPC66210
Intermediate Similarity	0.8083	NPC195461
Intermediate Similarity	0.8083	NPC79129
Intermediate Similarity	0.8083	NPC249150
Intermediate Similarity	0.8083	NPC81654
Intermediate Similarity	0.8083	NPC313985
Intermediate Similarity	0.8083	NPC49196
Intermediate Similarity	0.8063	NPC245916
Intermediate Similarity	0.8054	NPC472104
Intermediate Similarity	0.8032	NPC102338
Intermediate Similarity	0.8032	NPC111602
Intermediate Similarity	0.8032	NPC196251
Intermediate Similarity	0.8032	NPC63199
Intermediate Similarity	0.8	NPC113626
Intermediate Similarity	0.7979	NPC50503
Intermediate Similarity	0.7978	NPC24594
Intermediate Similarity	0.7978	NPC472122
Intermediate Similarity	0.7957	NPC159125
Intermediate Similarity	0.7946	NPC472105
Intermediate Similarity	0.7946	NPC187827
Intermediate Similarity	0.7935	NPC234987
Intermediate Similarity	0.7895	NPC472112
Intermediate Similarity	0.7812	NPC472113
Intermediate Similarity	0.7806	NPC128265
Intermediate Similarity	0.7806	NPC312870
Intermediate Similarity	0.7806	NPC254240
Intermediate Similarity	0.7806	NPC199851
Intermediate Similarity	0.7806	NPC294909
Intermediate Similarity	0.7796	NPC248462
Intermediate Similarity	0.7795	NPC149708
Intermediate Similarity	0.7772	NPC472123
Intermediate Similarity	0.7767	NPC52254
Intermediate Similarity	0.7766	NPC472109
Intermediate Similarity	0.7766	NPC472110
Intermediate Similarity	0.7742	NPC326575
Intermediate Similarity	0.7703	NPC475271
Intermediate Similarity	0.7672	NPC139291
Intermediate Similarity	0.7672	NPC472108
Intermediate Similarity	0.7668	NPC473763
Intermediate Similarity	0.7668	NPC117244
Intermediate Similarity	0.766	NPC91179
Intermediate Similarity	0.765	NPC472115
Intermediate Similarity	0.765	NPC472114
Intermediate Similarity	0.7641	NPC220151
Intermediate Similarity	0.7641	NPC19692
Intermediate Similarity	0.7637	NPC271797
Intermediate Similarity	0.7637	NPC21174
Intermediate Similarity	0.7634	NPC469938
Intermediate Similarity	0.7617	NPC314333
Intermediate Similarity	0.7617	NPC329858
Intermediate Similarity	0.7612	NPC238457
Intermediate Similarity	0.7609	NPC317430
Intermediate Similarity	0.7606	NPC126709
Intermediate Similarity	0.7606	NPC248041
Intermediate Similarity	0.76	NPC476098
Intermediate Similarity	0.759	NPC472295
Intermediate Similarity	0.759	NPC247735
Intermediate Similarity	0.759	NPC472210
Intermediate Similarity	0.759	NPC81802
Intermediate Similarity	0.759	NPC269886
Intermediate Similarity	0.7581	NPC161861
Intermediate Similarity	0.7553	NPC145885
Intermediate Similarity	0.7553	NPC14113
Intermediate Similarity	0.7553	NPC84827
Intermediate Similarity	0.7552	NPC235684
Intermediate Similarity	0.7552	NPC62749
Intermediate Similarity	0.755	NPC57398
Intermediate Similarity	0.7548	NPC174788
Intermediate Similarity	0.7548	NPC82070
Intermediate Similarity	0.7548	NPC281049
Intermediate Similarity	0.7541	NPC469541
Intermediate Similarity	0.7536	NPC476114
Intermediate Similarity	0.7526	NPC469501
Intermediate Similarity	0.7526	NPC469470
Intermediate Similarity	0.7513	NPC283219
Intermediate Similarity	0.75	NPC134586
Intermediate Similarity	0.75	NPC267885
Intermediate Similarity	0.7487	NPC129909
Intermediate Similarity	0.7477	NPC184680
Intermediate Similarity	0.7476	NPC472098
Intermediate Similarity	0.7463	NPC162730
Intermediate Similarity	0.7463	NPC234999
Intermediate Similarity	0.7461	NPC315555
Intermediate Similarity	0.746	NPC211997
Intermediate Similarity	0.745	NPC214428
Intermediate Similarity	0.7448	NPC470003
Intermediate Similarity	0.7447	NPC203468
Intermediate Similarity	0.7447	NPC149155
Intermediate Similarity	0.7447	NPC110500
Intermediate Similarity	0.7443	NPC470785
Intermediate Similarity	0.7433	NPC158129
Intermediate Similarity	0.7418	NPC129721
Intermediate Similarity	0.7416	NPC312645
Intermediate Similarity	0.7415	NPC478158
Intermediate Similarity	0.7402	NPC53344
Intermediate Similarity	0.7395	NPC33949
Intermediate Similarity	0.7394	NPC477976
Intermediate Similarity	0.7393	NPC472099
Intermediate Similarity	0.7391	NPC475778
Intermediate Similarity	0.7386	NPC20144
Intermediate Similarity	0.7376	NPC474116
Intermediate Similarity	0.7368	NPC64436
Intermediate Similarity	0.7364	NPC474183
Intermediate Similarity	0.7363	NPC285469
Intermediate Similarity	0.736	NPC55493
Intermediate Similarity	0.7356	NPC89508
Intermediate Similarity	0.7356	NPC234078
Intermediate Similarity	0.7356	NPC221100
Intermediate Similarity	0.7356	NPC472291
Intermediate Similarity	0.7353	NPC277350
Intermediate Similarity	0.7348	NPC478076
Intermediate Similarity	0.733	NPC55772
Intermediate Similarity	0.7321	NPC478157
Intermediate Similarity	0.732	NPC62510
Intermediate Similarity	0.7317	NPC244741
Intermediate Similarity	0.7313	NPC241024
Intermediate Similarity	0.7306	NPC469358
Intermediate Similarity	0.73	NPC141454
Intermediate Similarity	0.7296	NPC321708
Intermediate Similarity	0.7296	NPC61435
Intermediate Similarity	0.7291	NPC476874
Intermediate Similarity	0.7286	NPC148183
Intermediate Similarity	0.7286	NPC469928
Intermediate Similarity	0.7286	NPC152768
Intermediate Similarity	0.7285	NPC470784
Intermediate Similarity	0.7282	NPC311858
Intermediate Similarity	0.7277	NPC111275
Intermediate Similarity	0.7273	NPC472292
Intermediate Similarity	0.7268	NPC228835
Intermediate Similarity	0.7255	NPC165599
Intermediate Similarity	0.7246	NPC469743
Intermediate Similarity	0.7245	NPC17059
Intermediate Similarity	0.724	NPC213468
Intermediate Similarity	0.7234	NPC78020
Intermediate Similarity	0.7228	NPC192674
Intermediate Similarity	0.7225	NPC203754
Intermediate Similarity	0.7225	NPC264176
Intermediate Similarity	0.7225	NPC121903
Intermediate Similarity	0.7225	NPC476441
Intermediate Similarity	0.7225	NPC150048
Intermediate Similarity	0.7217	NPC473310
Intermediate Similarity	0.7216	NPC472444
Intermediate Similarity	0.7216	NPC104483
Intermediate Similarity	0.7214	NPC262898
Intermediate Similarity	0.7213	NPC207726
Intermediate Similarity	0.7204	NPC16667
Intermediate Similarity	0.7204	NPC330009
Intermediate Similarity	0.7202	NPC477175
Intermediate Similarity	0.7202	NPC470730
Intermediate Similarity	0.7194	NPC94752
Intermediate Similarity	0.7192	NPC249040
Intermediate Similarity	0.719	NPC54744
Intermediate Similarity	0.719	NPC317752
Intermediate Similarity	0.7184	NPC317373
Intermediate Similarity	0.7181	NPC56233
Intermediate Similarity	0.7179	NPC472294
Intermediate Similarity	0.7178	NPC470499
Intermediate Similarity	0.7173	NPC189812
Intermediate Similarity	0.7173	NPC472586
Intermediate Similarity	0.7173	NPC329688
Intermediate Similarity	0.7169	NPC475969
Intermediate Similarity	0.7169	NPC475859
Intermediate Similarity	0.7164	NPC472293
Intermediate Similarity	0.7164	NPC179701
Intermediate Similarity	0.7163	NPC469589
Intermediate Similarity	0.7156	NPC313640
Intermediate Similarity	0.715	NPC11126
Intermediate Similarity	0.715	NPC472443
Intermediate Similarity	0.715	NPC477065
Intermediate Similarity	0.7143	NPC207020
Intermediate Similarity	0.7143	NPC81535
Intermediate Similarity	0.7143	NPC318299
Intermediate Similarity	0.7136	NPC132539
Intermediate Similarity	0.7136	NPC327592
Intermediate Similarity	0.7136	NPC473376
Intermediate Similarity	0.7136	NPC165743

Drug Structure

NPD4602 OpenBabel08211705262D 27 31 0 0 1 0 0 0 0 0999 V2000 -2.9354 -1.0011 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2291 2.3667 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3143 -0.5927 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3408 -0.9655 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3410 -0.0007 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1604 -2.2112 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5057 -1.4475 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5061 0.4817 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8345 -2.4115 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2157 -1.4699 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5463 -2.6300 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0006 -2.8934 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6705 0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6703 -0.9651 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8347 -1.4471 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6705 -0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0002 -0.9648 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8358 -1.4468 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8353 1.4465 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6707 -0.9645 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8354 0.4823 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8360 -2.4111 0.0000 N 0 0 3 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 -0.3041 2.2512 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6704 0.9644 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7978 1.5043 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.2016 0.1597 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 26 1 0 0 0 0 4 5 2 0 0 0 0 4 7 1 0 0 0 0 5 8 1 0 0 0 0 6 10 1 0 0 0 0 6 11 1 0 0 0 0 7 14 2 0 0 0 0 8 16 2 0 0 0 0 9 12 1 0 0 0 0 9 15 1 0 0 0 0 10 20 1 0 0 0 0 11 22 1 0 0 0 0 12 22 1 0 0 0 0 13 20 1 0 0 0 0 13 21 1 0 0 0 0 14 15 1 0 0 0 0 14 16 1 0 0 0 0 15 17 2 0 0 0 0 16 23 1 0 0 0 0 17 18 1 0 0 0 0 17 23 1 0 0 0 0 18 20 1 1 0 0 0 18 22 1 0 0 0 0 19 24 2 0 0 0 0 19 26 1 0 0 0 0 20 3 1 6 0 0 0 21 19 1 6 0 0 0 21 23 1 0 0 0 0 21 25 1 0 0 0 0 25 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001618
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	15376
ChEBI
CAS Number

Drug Properties

Molecular Weight	354.19
ALogP	-0.4004
MLogP	3.22
XLogP	3.261
HDA	5
HBD	1
Rotatable Bonds	6
TPSA	54.7
RO5 Violation	0