NPASS drugs

Drug Information

Drug ID:	NPD5104
Drug Name:	Vinpocetine
Molecular Formula:	C22H26N2O2
Canonical SMILES:	CCOC(=O)C1=C[C@]2(CC)CCCN3[C@@H]2c2n1c1ccccc1c2CC3
Standard InCHI:	InChI=1S/C22H26N2O2/c1-3-22-11-7-12-23-13-10-16-15-8-5-6-9-17(15)24(19(16)20(22)23)18(14-22)21(25)26-4-2/h5-6,8-9,14,20H,3-4,7,10-13H2,1-2H3/t20-,22+/m1/s1
Standard InCHIKey:	DDNCQMVWWZOMLN-IRLDBZIGSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5104

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	248
0.1-0.2	1686
0.2-0.3	8910
0.3-0.4	14106
0.4-0.5	2844
0.5-0.6	1699
0.6-0.7	1182
0.7-0.8	206
0.8-0.85	9
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	0.8421	NPC14325
Intermediate Similarity	0.8421	NPC28848
Intermediate Similarity	0.8333	NPC470509
Intermediate Similarity	0.8302	NPC20144
Intermediate Similarity	0.8229	NPC143533
Intermediate Similarity	0.8132	NPC245916
Intermediate Similarity	0.8095	NPC255229
Intermediate Similarity	0.8095	NPC81229
Intermediate Similarity	0.809	NPC311858
Intermediate Similarity	0.7978	NPC57994
Intermediate Similarity	0.7978	NPC289299
Intermediate Similarity	0.7941	NPC194881
Intermediate Similarity	0.7935	NPC472116
Intermediate Similarity	0.7921	NPC472104
Intermediate Similarity	0.7912	NPC129909
Intermediate Similarity	0.7904	NPC281094
Intermediate Similarity	0.7901	NPC196251
Intermediate Similarity	0.7901	NPC111602
Intermediate Similarity	0.7901	NPC63199
Intermediate Similarity	0.7901	NPC102338
Intermediate Similarity	0.7888	NPC104483
Intermediate Similarity	0.7818	NPC478186
Intermediate Similarity	0.7791	NPC478182
Intermediate Similarity	0.779	NPC66210
Intermediate Similarity	0.7784	NPC220151
Intermediate Similarity	0.7784	NPC19692
Intermediate Similarity	0.7778	NPC472119
Intermediate Similarity	0.7778	NPC258480
Intermediate Similarity	0.7765	NPC299594
Intermediate Similarity	0.7753	NPC12649
Intermediate Similarity	0.7753	NPC133261
Intermediate Similarity	0.773	NPC238499
Intermediate Similarity	0.7714	NPC65080
Intermediate Similarity	0.7705	NPC61435
Intermediate Similarity	0.7697	NPC211997
Intermediate Similarity	0.7697	NPC326575
Intermediate Similarity	0.7688	NPC469541
Intermediate Similarity	0.768	NPC470003
Intermediate Similarity	0.7672	NPC254240
Intermediate Similarity	0.7672	NPC128265
Intermediate Similarity	0.7672	NPC294909
Intermediate Similarity	0.7672	NPC199851
Intermediate Similarity	0.7672	NPC312870
Intermediate Similarity	0.7647	NPC470507
Intermediate Similarity	0.764	NPC24594
Intermediate Similarity	0.764	NPC472122
Intermediate Similarity	0.764	NPC134586
Intermediate Similarity	0.7622	NPC472097
Intermediate Similarity	0.7619	NPC192674
Intermediate Similarity	0.7619	NPC37548
Intermediate Similarity	0.7616	NPC293487
Intermediate Similarity	0.7611	NPC469896
Intermediate Similarity	0.7598	NPC234987
Intermediate Similarity	0.7586	NPC271734
Intermediate Similarity	0.7576	NPC277157
Intermediate Similarity	0.7561	NPC88097
Intermediate Similarity	0.7541	NPC79062
Intermediate Similarity	0.7541	NPC472107
Intermediate Similarity	0.754	NPC198673
Intermediate Similarity	0.7528	NPC161861
Intermediate Similarity	0.7515	NPC187951
Intermediate Similarity	0.7514	NPC24864
Intermediate Similarity	0.7514	NPC472105
Intermediate Similarity	0.7514	NPC187827
Intermediate Similarity	0.7513	NPC469736
Intermediate Similarity	0.75	NPC478183
Intermediate Similarity	0.7487	NPC472113
Intermediate Similarity	0.7486	NPC21174
Intermediate Similarity	0.7486	NPC271797
Intermediate Similarity	0.7485	NPC242556
Intermediate Similarity	0.7474	NPC238457
Intermediate Similarity	0.7474	NPC168911
Intermediate Similarity	0.7473	NPC472112
Intermediate Similarity	0.7471	NPC40070
Intermediate Similarity	0.7459	NPC472323
Intermediate Similarity	0.7442	NPC38736
Intermediate Similarity	0.744	NPC470440
Intermediate Similarity	0.744	NPC469525
Intermediate Similarity	0.7432	NPC472110
Intermediate Similarity	0.7432	NPC472109
Intermediate Similarity	0.7429	NPC478185
Intermediate Similarity	0.7419	NPC175474
Intermediate Similarity	0.7418	NPC15840
Intermediate Similarity	0.7416	NPC32534
Intermediate Similarity	0.7414	NPC475990
Intermediate Similarity	0.7394	NPC55493
Intermediate Similarity	0.7386	NPC478184
Intermediate Similarity	0.7382	NPC52557
Intermediate Similarity	0.7382	NPC239954
Intermediate Similarity	0.7377	NPC113626
Intermediate Similarity	0.7374	NPC158129
Intermediate Similarity	0.7341	NPC471458
Intermediate Similarity	0.7337	NPC159125
Intermediate Similarity	0.7337	NPC472108
Intermediate Similarity	0.7337	NPC139291
Intermediate Similarity	0.7333	NPC472123
Intermediate Similarity	0.7318	NPC91895
Intermediate Similarity	0.7317	NPC198988
Intermediate Similarity	0.7312	NPC478077
Intermediate Similarity	0.731	NPC124005
Intermediate Similarity	0.7305	NPC2949
Intermediate Similarity	0.7293	NPC469938
Intermediate Similarity	0.7288	NPC8104
Intermediate Similarity	0.7287	NPC314333
Intermediate Similarity	0.7278	NPC126492
Intermediate Similarity	0.7277	NPC79356
Intermediate Similarity	0.7277	NPC102592
Intermediate Similarity	0.7273	NPC477548
Intermediate Similarity	0.7273	NPC325252
Intermediate Similarity	0.7268	NPC219336
Intermediate Similarity	0.7264	NPC477979
Intermediate Similarity	0.7263	NPC317430
Intermediate Similarity	0.7258	NPC280290
Intermediate Similarity	0.7255	NPC472099
Intermediate Similarity	0.7251	NPC477974
Intermediate Similarity	0.7251	NPC21605
Intermediate Similarity	0.725	NPC264176
Intermediate Similarity	0.7241	NPC476219
Intermediate Similarity	0.7222	NPC470280
Intermediate Similarity	0.7216	NPC221786
Intermediate Similarity	0.7216	NPC214428
Intermediate Similarity	0.7216	NPC474880
Intermediate Similarity	0.7214	NPC221100
Intermediate Similarity	0.7214	NPC234078
Intermediate Similarity	0.7213	NPC217372
Intermediate Similarity	0.7213	NPC15573
Intermediate Similarity	0.7213	NPC183662
Intermediate Similarity	0.7202	NPC212213
Intermediate Similarity	0.72	NPC285469
Intermediate Similarity	0.7196	NPC469470
Intermediate Similarity	0.7196	NPC469501
Intermediate Similarity	0.7193	NPC129042
Intermediate Similarity	0.7189	NPC275292
Intermediate Similarity	0.7189	NPC243381
Intermediate Similarity	0.7182	NPC6982
Intermediate Similarity	0.7175	NPC229173
Intermediate Similarity	0.7175	NPC473320
Intermediate Similarity	0.7168	NPC33421
Intermediate Similarity	0.7166	NPC133003
Intermediate Similarity	0.7164	NPC472098
Intermediate Similarity	0.7164	NPC118940
Intermediate Similarity	0.716	NPC63157
Intermediate Similarity	0.716	NPC473868
Intermediate Similarity	0.7151	NPC2165
Intermediate Similarity	0.7151	NPC477975
Intermediate Similarity	0.7151	NPC195507
Intermediate Similarity	0.715	NPC475271
Intermediate Similarity	0.715	NPC123839
Intermediate Similarity	0.7143	NPC34508
Intermediate Similarity	0.7136	NPC287208
Intermediate Similarity	0.7135	NPC73994
Intermediate Similarity	0.7135	NPC91179
Intermediate Similarity	0.7129	NPC74562
Intermediate Similarity	0.7129	NPC316181
Intermediate Similarity	0.7129	NPC151781
Intermediate Similarity	0.7128	NPC249150
Intermediate Similarity	0.7128	NPC79129
Intermediate Similarity	0.7128	NPC49196
Intermediate Similarity	0.7128	NPC135601
Intermediate Similarity	0.7128	NPC141612
Intermediate Similarity	0.7128	NPC81654
Intermediate Similarity	0.7128	NPC17273
Intermediate Similarity	0.7128	NPC313985
Intermediate Similarity	0.7128	NPC195461
Intermediate Similarity	0.7121	NPC277350
Intermediate Similarity	0.712	NPC472292
Intermediate Similarity	0.7111	NPC56233
Intermediate Similarity	0.7105	NPC329858
Intermediate Similarity	0.7102	NPC184476
Intermediate Similarity	0.7102	NPC51054
Intermediate Similarity	0.7101	NPC59084
Intermediate Similarity	0.7098	NPC472293
Intermediate Similarity	0.7095	NPC472587
Intermediate Similarity	0.7083	NPC472295
Intermediate Similarity	0.7083	NPC269886
Intermediate Similarity	0.7083	NPC81802
Intermediate Similarity	0.7083	NPC472210
Intermediate Similarity	0.7083	NPC247735
Intermediate Similarity	0.7081	NPC233050
Intermediate Similarity	0.7081	NPC276540
Intermediate Similarity	0.7081	NPC11126
Intermediate Similarity	0.7079	NPC318299
Intermediate Similarity	0.7077	NPC472296
Intermediate Similarity	0.7077	NPC472297
Intermediate Similarity	0.7077	NPC241024
Intermediate Similarity	0.7073	NPC22079
Intermediate Similarity	0.7065	NPC150048
Intermediate Similarity	0.7065	NPC203754
Intermediate Similarity	0.7065	NPC84347
Intermediate Similarity	0.7065	NPC126066
Intermediate Similarity	0.7062	NPC129721
Intermediate Similarity	0.7059	NPC148183
Intermediate Similarity	0.7059	NPC152768
Intermediate Similarity	0.7059	NPC470205
Intermediate Similarity	0.7056	NPC295898
Intermediate Similarity	0.7056	NPC57398
Intermediate Similarity	0.705	NPC266249
Intermediate Similarity	0.7045	NPC207726
Intermediate Similarity	0.7044	NPC317752
Intermediate Similarity	0.7039	NPC16667

Drug Structure

NPD5104 OpenBabel08211706322D 26 30 0 0 1 0 0 0 0 0999 V2000 -2.0967 1.4082 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8608 5.5754 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4765 1.8162 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3913 4.7717 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1715 1.4438 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1717 2.4074 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3227 0.1997 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3375 0.9624 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3379 2.8891 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6684 -0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3780 0.9400 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7094 -0.2186 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8344 -0.4817 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8335 2.4084 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5031 1.4441 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6686 0.9628 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5033 2.4077 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0006 2.8898 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8347 1.4445 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0002 0.9631 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0006 3.8528 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8337 1.4448 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 0.8349 2.4081 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.5312 4.6564 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9606 3.9104 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 4 26 1 0 0 0 0 5 6 2 0 0 0 0 5 8 1 0 0 0 0 6 9 1 0 0 0 0 7 11 1 0 0 0 0 7 12 1 0 0 0 0 8 15 2 0 0 0 0 9 17 2 0 0 0 0 10 13 1 0 0 0 0 10 16 1 0 0 0 0 11 22 1 0 0 0 0 12 23 1 0 0 0 0 13 23 1 0 0 0 0 14 18 2 0 0 0 0 14 22 1 0 0 0 0 15 16 1 0 0 0 0 15 17 1 0 0 0 0 16 19 2 0 0 0 0 17 24 1 0 0 0 0 18 21 1 0 0 0 0 18 24 1 0 0 0 0 19 20 1 0 0 0 0 19 24 1 0 0 0 0 20 22 1 1 0 0 0 20 23 1 0 0 0 0 21 25 2 0 0 0 0 21 26 1 0 0 0 0 22 3 1 6 0 0 0 M END $$$$

External Identifiers

TTD	DAP001437
DrugBank
ChEMBL
IUPHAR/BPS	5285
PharmaGKB
KEGG Drug
PubChem CID	443955
ChEBI
CAS Number

Drug Properties

Molecular Weight	350.20
ALogP	0.2489
MLogP	3.44
XLogP	5.116
HDA	4
HBD	0
Rotatable Bonds	6
TPSA	34.47
RO5 Violation	1