NPASS drugs

Drug Information

Drug ID:	NPD4120
Drug Name:	Ajmaline
Molecular Formula:	C20H26N2O2
Canonical SMILES:	CC[C@H]1[C@@H]2C[C@@H]3N([C@@H]1O)[C@@H]1C2[C@@H](O)[C@]2([C@H]3N(C)c3c2cccc3)C1
Standard InCHI:	InChI=1S/C20H26N2O2/c1-3-10-11-8-14-17-20(12-6-4-5-7-13(12)21(17)2)9-15(16(11)18(20)23)22(14)19(10)24/h4-7,10-11,14-19,23-24H,3,8-9H2,1-2H3/t10-,11-,14-,15-,16?,17-,18+,19+,20+/m0/s1
Standard InCHIKey:	CJDRUOGAGYHKKD-HEFSZTOGSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD4120

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	169
0.1-0.2	991
0.2-0.3	3255
0.3-0.4	15756
0.4-0.5	7496
0.5-0.6	2710
0.6-0.7	439
0.7-0.8	66
0.8-0.85	7
0.85-0.9	1
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
High Similarity	0.8805	NPC476441
Intermediate Similarity	0.8447	NPC476425
Intermediate Similarity	0.8411	NPC472100
Intermediate Similarity	0.8375	NPC469462
Intermediate Similarity	0.8364	NPC476428
Intermediate Similarity	0.8205	NPC478076
Intermediate Similarity	0.8072	NPC476326
Intermediate Similarity	0.8039	NPC472103
Intermediate Similarity	0.7914	NPC472106
Intermediate Similarity	0.7901	NPC472120
Intermediate Similarity	0.7901	NPC472101
Intermediate Similarity	0.7778	NPC469461
Intermediate Similarity	0.7707	NPC264589
Intermediate Similarity	0.7683	NPC472117
Intermediate Similarity	0.7683	NPC85651
Intermediate Similarity	0.7658	NPC212799
Intermediate Similarity	0.7651	NPC472114
Intermediate Similarity	0.7651	NPC472115
Intermediate Similarity	0.7622	NPC309531
Intermediate Similarity	0.7622	NPC472102
Intermediate Similarity	0.7602	NPC133261
Intermediate Similarity	0.7586	NPC472209
Intermediate Similarity	0.758	NPC311330
Intermediate Similarity	0.7546	NPC29285
Intermediate Similarity	0.7516	NPC475763
Intermediate Similarity	0.7486	NPC469460
Intermediate Similarity	0.7485	NPC24594
Intermediate Similarity	0.7485	NPC472122
Intermediate Similarity	0.7457	NPC472105
Intermediate Similarity	0.7457	NPC187827
Intermediate Similarity	0.7442	NPC326575
Intermediate Similarity	0.7439	NPC477156
Intermediate Similarity	0.7439	NPC477157
Intermediate Similarity	0.7436	NPC243162
Intermediate Similarity	0.7368	NPC473880
Intermediate Similarity	0.7353	NPC472118
Intermediate Similarity	0.7305	NPC477158
Intermediate Similarity	0.7289	NPC113946
Intermediate Similarity	0.7273	NPC472109
Intermediate Similarity	0.7273	NPC472108
Intermediate Similarity	0.7273	NPC472110
Intermediate Similarity	0.7273	NPC139291
Intermediate Similarity	0.7267	NPC472123
Intermediate Similarity	0.7262	NPC176983
Intermediate Similarity	0.7222	NPC22689
Intermediate Similarity	0.7222	NPC105055
Intermediate Similarity	0.7202	NPC255229
Intermediate Similarity	0.7202	NPC81229
Intermediate Similarity	0.7176	NPC475420
Intermediate Similarity	0.7168	NPC21752
Intermediate Similarity	0.7168	NPC210415
Intermediate Similarity	0.7168	NPC181138
Intermediate Similarity	0.7168	NPC276993
Intermediate Similarity	0.7168	NPC298851
Intermediate Similarity	0.7168	NPC293255
Intermediate Similarity	0.7151	NPC475489
Intermediate Similarity	0.7134	NPC318086
Intermediate Similarity	0.7102	NPC218594
Intermediate Similarity	0.7102	NPC99043
Intermediate Similarity	0.7101	NPC474058
Intermediate Similarity	0.7093	NPC317430
Intermediate Similarity	0.7083	NPC211525
Intermediate Similarity	0.7083	NPC153694
Intermediate Similarity	0.7079	NPC477159
Intermediate Similarity	0.7059	NPC472121
Intermediate Similarity	0.7059	NPC286871
Intermediate Similarity	0.7041	NPC97380
Intermediate Similarity	0.7041	NPC148468
Intermediate Similarity	0.7041	NPC310403
Intermediate Similarity	0.7041	NPC263709
Intermediate Similarity	0.7041	NPC243673
Intermediate Similarity	0.7041	NPC63210
Intermediate Similarity	0.7029	NPC475097
Intermediate Similarity	0.7	NPC476095
Remote Similarity	0.6994	NPC116519
Remote Similarity	0.6989	NPC475559
Remote Similarity	0.6983	NPC472104
Remote Similarity	0.6977	NPC52059
Remote Similarity	0.6977	NPC470069
Remote Similarity	0.6971	NPC139085
Remote Similarity	0.6971	NPC251212
Remote Similarity	0.6971	NPC214626
Remote Similarity	0.6966	NPC15840
Remote Similarity	0.6957	NPC186284
Remote Similarity	0.6957	NPC22082
Remote Similarity	0.6941	NPC471122
Remote Similarity	0.694	NPC469470
Remote Similarity	0.694	NPC469501
Remote Similarity	0.6901	NPC315368
Remote Similarity	0.6901	NPC225319
Remote Similarity	0.6901	NPC143457
Remote Similarity	0.6893	NPC203202
Remote Similarity	0.6893	NPC264482
Remote Similarity	0.6889	NPC256288
Remote Similarity	0.6889	NPC19679
Remote Similarity	0.6887	NPC475915
Remote Similarity	0.6878	NPC249040
Remote Similarity	0.6875	NPC473743
Remote Similarity	0.6864	NPC161827
Remote Similarity	0.686	NPC99632
Remote Similarity	0.686	NPC282339
Remote Similarity	0.6859	NPC477179
Remote Similarity	0.6851	NPC2933
Remote Similarity	0.6851	NPC97584
Remote Similarity	0.6842	NPC36495
Remote Similarity	0.6839	NPC279527
Remote Similarity	0.6839	NPC214960
Remote Similarity	0.6833	NPC475962
Remote Similarity	0.6823	NPC254850
Remote Similarity	0.6823	NPC477178
Remote Similarity	0.6823	NPC477181
Remote Similarity	0.6823	NPC477180
Remote Similarity	0.6821	NPC313757
Remote Similarity	0.6813	NPC259626
Remote Similarity	0.6813	NPC52262
Remote Similarity	0.6809	NPC90967
Remote Similarity	0.6809	NPC302548
Remote Similarity	0.6804	NPC471945
Remote Similarity	0.6804	NPC471950
Remote Similarity	0.6798	NPC129624
Remote Similarity	0.6788	NPC470490
Remote Similarity	0.6788	NPC477174
Remote Similarity	0.6788	NPC477173
Remote Similarity	0.6788	NPC472111
Remote Similarity	0.6782	NPC471124
Remote Similarity	0.6782	NPC70172
Remote Similarity	0.6776	NPC473615
Remote Similarity	0.6772	NPC52557
Remote Similarity	0.6769	NPC471951
Remote Similarity	0.6769	NPC471946
Remote Similarity	0.6765	NPC476436
Remote Similarity	0.676	NPC260075
Remote Similarity	0.6758	NPC245741
Remote Similarity	0.6758	NPC472294
Remote Similarity	0.6757	NPC473569
Remote Similarity	0.6753	NPC470488
Remote Similarity	0.6739	NPC229484
Remote Similarity	0.6739	NPC21425
Remote Similarity	0.6739	NPC181928
Remote Similarity	0.6739	NPC472323
Remote Similarity	0.6739	NPC285841
Remote Similarity	0.6723	NPC158129
Remote Similarity	0.6722	NPC6974
Remote Similarity	0.6721	NPC79062
Remote Similarity	0.6721	NPC472107
Remote Similarity	0.672	NPC470483
Remote Similarity	0.672	NPC472097
Remote Similarity	0.6718	NPC475259
Remote Similarity	0.6705	NPC68650
Remote Similarity	0.6705	NPC33507
Remote Similarity	0.6704	NPC203754
Remote Similarity	0.6704	NPC320147
Remote Similarity	0.6704	NPC150048
Remote Similarity	0.6703	NPC159963
Remote Similarity	0.6703	NPC292675
Remote Similarity	0.6687	NPC315051
Remote Similarity	0.6686	NPC469428
Remote Similarity	0.6685	NPC478077
Remote Similarity	0.6685	NPC477185
Remote Similarity	0.6667	NPC469915
Remote Similarity	0.6667	NPC186669
Remote Similarity	0.6667	NPC477187
Remote Similarity	0.6667	NPC473298
Remote Similarity	0.665	NPC191817
Remote Similarity	0.665	NPC475422
Remote Similarity	0.665	NPC475359
Remote Similarity	0.6649	NPC470485
Remote Similarity	0.6648	NPC189812
Remote Similarity	0.6648	NPC329688
Remote Similarity	0.6648	NPC13367
Remote Similarity	0.6647	NPC193410
Remote Similarity	0.6633	NPC87755
Remote Similarity	0.6632	NPC471436
Remote Similarity	0.6631	NPC25401
Remote Similarity	0.6629	NPC469541
Remote Similarity	0.6624	NPC478079
Remote Similarity	0.6614	NPC289299
Remote Similarity	0.6614	NPC57994
Remote Similarity	0.6614	NPC221687
Remote Similarity	0.6613	NPC284706
Remote Similarity	0.6609	NPC248117
Remote Similarity	0.6605	NPC471123
Remote Similarity	0.6603	NPC476429
Remote Similarity	0.6595	NPC282092
Remote Similarity	0.6592	NPC96901
Remote Similarity	0.659	NPC61013
Remote Similarity	0.6588	NPC154602
Remote Similarity	0.6587	NPC470824
Remote Similarity	0.6585	NPC130251
Remote Similarity	0.658	NPC471512
Remote Similarity	0.6576	NPC472119
Remote Similarity	0.6576	NPC258480
Remote Similarity	0.6559	NPC14994
Remote Similarity	0.6554	NPC278887
Remote Similarity	0.6548	NPC470491
Remote Similarity	0.6545	NPC162440
Remote Similarity	0.6545	NPC470301
Remote Similarity	0.6541	NPC62510
Remote Similarity	0.6528	NPC138830
Remote Similarity	0.6526	NPC34717

Drug Structure

NPD4120 OpenBabel08211704332D 26 31 0 0 1 0 0 0 0 0999 V2000 -1.7448 -1.4481 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8013 0.1079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7276 -0.4628 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9767 2.8713 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6084 2.5230 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3591 2.4984 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6226 1.8017 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1728 -0.0537 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4511 0.4669 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8656 0.0151 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8569 0.5149 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.3732 1.7771 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0050 1.4287 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6983 0.1267 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.5344 0.4669 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8390 1.4042 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.0346 0.7517 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0417 1.9835 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.4372 -0.2424 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.7557 1.4042 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.0191 0.7074 0.0000 N 0 0 0 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 -0.0417 2.9691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.4543 -1.2277 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8118 3.4618 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3905 -1.7353 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 21 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 12 2 0 0 0 0 7 13 2 0 0 0 0 9 15 1 0 0 0 0 10 3 1 1 0 0 0 10 11 1 0 0 0 0 10 19 1 0 0 0 0 11 8 1 6 0 0 0 11 16 1 0 0 0 0 12 13 1 0 0 0 0 12 20 1 0 0 0 0 13 21 1 0 0 0 0 14 8 1 6 0 0 0 14 17 1 0 0 0 0 14 22 1 0 0 0 0 15 16 1 0 0 0 0 15 22 1 6 0 0 0 16 18 1 0 0 0 0 17 20 1 1 0 0 0 17 21 1 0 0 0 0 18 20 1 1 0 0 0 18 23 1 0 0 0 0 19 22 1 6 0 0 0 19 24 1 0 0 0 0 20 9 1 1 0 0 0 23 25 1 0 0 0 0 24 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB01426
ChEMBL	CHEMBL2357792
IUPHAR/BPS
PharmaGKB	PA164776839
KEGG Drug	D00199
PubChem CID
ChEBI	28462
CAS Number

Drug Properties

Molecular Weight	326.20
ALogP	-2.0681
MLogP	3.22
XLogP	2.61
HDA	4
HBD	2
Rotatable Bonds	5
TPSA	46.94
RO5 Violation	0