NPASS drugs

Drug Information

Drug ID:	NPD6018
Drug Name:	Carphenazine Maleate
Molecular Formula:	C24H31N3O2S.2C4H4O4
Canonical SMILES:	OC(=O)/C=CC(=O)O.OC(=O)/C=CC(=O)O.OCCN1CCN(CC1)CCCN1c2ccccc2Sc2c1cc(cc2)C(=O)CC
Standard InCHI:	InChI=1S/C24H31N3O2S.2C4H4O4/c1-2-22(29)19-8-9-24-21(18-19)27(20-6-3-4-7-23(20)30-24)11-5-10-25-12-14-26(15-13-25)16-17-28;25-3(6)1-2-4(7)8/h3-4,6-9,18,28H,2,5,10-17H2,1H3;21-2H,(H,5,6)(H,7,8)/b;2*2-1-
Standard InCHIKey:	TVPJGGZLZLUPOB-SPIKMXEPSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6018

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	135
0.1-0.2	1607
0.2-0.3	8689
0.3-0.4	12563
0.4-0.5	6425
0.5-0.6	1357
0.6-0.7	111
0.7-0.8	3
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	0.7852	NPC473417
Intermediate Similarity	0.7067	NPC226143
Intermediate Similarity	0.7041	NPC471741
Remote Similarity	0.6974	NPC257490
Remote Similarity	0.6933	NPC470301
Remote Similarity	0.6845	NPC321617
Remote Similarity	0.6842	NPC291962
Remote Similarity	0.6842	NPC177684
Remote Similarity	0.6836	NPC472118
Remote Similarity	0.6797	NPC161956
Remote Similarity	0.6797	NPC112373
Remote Similarity	0.6797	NPC258531
Remote Similarity	0.671	NPC268534
Remote Similarity	0.6688	NPC470343
Remote Similarity	0.6688	NPC472244
Remote Similarity	0.6667	NPC150863
Remote Similarity	0.6625	NPC280807
Remote Similarity	0.6625	NPC314431
Remote Similarity	0.6625	NPC472245
Remote Similarity	0.6611	NPC318183
Remote Similarity	0.6607	NPC470822
Remote Similarity	0.6603	NPC39818
Remote Similarity	0.6593	NPC471743
Remote Similarity	0.6556	NPC57051
Remote Similarity	0.6548	NPC478040
Remote Similarity	0.6519	NPC192533
Remote Similarity	0.6509	NPC314186
Remote Similarity	0.6508	NPC255909
Remote Similarity	0.6505	NPC470317
Remote Similarity	0.6474	NPC179605
Remote Similarity	0.6474	NPC279385
Remote Similarity	0.6444	NPC182131
Remote Similarity	0.6433	NPC103292
Remote Similarity	0.6425	NPC328270
Remote Similarity	0.6424	NPC300299
Remote Similarity	0.637	NPC291610
Remote Similarity	0.6358	NPC209389
Remote Similarity	0.6351	NPC167336
Remote Similarity	0.6344	NPC475094
Remote Similarity	0.6337	NPC478039
Remote Similarity	0.6333	NPC113056
Remote Similarity	0.6333	NPC138293
Remote Similarity	0.6331	NPC471574
Remote Similarity	0.6313	NPC27904
Remote Similarity	0.631	NPC469560
Remote Similarity	0.6302	NPC313293
Remote Similarity	0.6298	NPC472106
Remote Similarity	0.6278	NPC472120
Remote Similarity	0.6278	NPC472101
Remote Similarity	0.6272	NPC472243
Remote Similarity	0.6266	NPC302169
Remote Similarity	0.6265	NPC162417
Remote Similarity	0.6265	NPC316104
Remote Similarity	0.625	NPC117032
Remote Similarity	0.6242	NPC53044
Remote Similarity	0.6235	NPC22082
Remote Similarity	0.6235	NPC186284
Remote Similarity	0.6235	NPC471164
Remote Similarity	0.6229	NPC144691
Remote Similarity	0.6223	NPC286994
Remote Similarity	0.6221	NPC136002
Remote Similarity	0.622	NPC187231
Remote Similarity	0.622	NPC194562
Remote Similarity	0.6205	NPC130655
Remote Similarity	0.6203	NPC157583
Remote Similarity	0.6201	NPC113946
Remote Similarity	0.6188	NPC469741
Remote Similarity	0.6183	NPC470548
Remote Similarity	0.6176	NPC207554
Remote Similarity	0.6176	NPC315051
Remote Similarity	0.6175	NPC472115
Remote Similarity	0.6175	NPC472114
Remote Similarity	0.6174	NPC328877
Remote Similarity	0.6166	NPC103119
Remote Similarity	0.6149	NPC324445
Remote Similarity	0.6135	NPC322433
Remote Similarity	0.6134	NPC128582
Remote Similarity	0.6133	NPC474058
Remote Similarity	0.6126	NPC471742
Remote Similarity	0.6118	NPC83214
Remote Similarity	0.6111	NPC285394
Remote Similarity	0.6105	NPC472241
Remote Similarity	0.6102	NPC314223
Remote Similarity	0.6099	NPC199737
Remote Similarity	0.6099	NPC35510
Remote Similarity	0.6099	NPC472117
Remote Similarity	0.6099	NPC253667
Remote Similarity	0.6095	NPC471123
Remote Similarity	0.6092	NPC313850
Remote Similarity	0.6077	NPC154478
Remote Similarity	0.6066	NPC204867
Remote Similarity	0.6062	NPC27833
Remote Similarity	0.6062	NPC90415
Remote Similarity	0.6061	NPC472116
Remote Similarity	0.6056	NPC84317
Remote Similarity	0.6054	NPC63047
Remote Similarity	0.6054	NPC475248
Remote Similarity	0.6053	NPC15840
Remote Similarity	0.6053	NPC73994
Remote Similarity	0.6049	NPC254698
Remote Similarity	0.6045	NPC473329
Remote Similarity	0.6044	NPC309531
Remote Similarity	0.6044	NPC472102
Remote Similarity	0.6034	NPC478076
Remote Similarity	0.6032	NPC237188
Remote Similarity	0.6025	NPC475915
Remote Similarity	0.6024	NPC477432
Remote Similarity	0.6022	NPC104345
Remote Similarity	0.6011	NPC66936
Remote Similarity	0.6	NPC279527
Remote Similarity	0.6	NPC478075
Remote Similarity	0.6	NPC214960
Remote Similarity	0.6	NPC477998
Remote Similarity	0.6	NPC472242
Remote Similarity	0.599	NPC272458
Remote Similarity	0.5989	NPC292265
Remote Similarity	0.5989	NPC471122
Remote Similarity	0.5989	NPC355
Remote Similarity	0.5988	NPC314098
Remote Similarity	0.5988	NPC130251
Remote Similarity	0.598	NPC472539
Remote Similarity	0.598	NPC470787
Remote Similarity	0.598	NPC472540
Remote Similarity	0.5979	NPC17273
Remote Similarity	0.5979	NPC476441
Remote Similarity	0.5979	NPC475607
Remote Similarity	0.5979	NPC135601
Remote Similarity	0.5979	NPC141612
Remote Similarity	0.5978	NPC21174
Remote Similarity	0.5978	NPC271797
Remote Similarity	0.5976	NPC313352
Remote Similarity	0.5971	NPC470491
Remote Similarity	0.5968	NPC473484
Remote Similarity	0.5967	NPC29285
Remote Similarity	0.5966	NPC470579
Remote Similarity	0.5965	NPC122553
Remote Similarity	0.5961	NPC328596
Remote Similarity	0.5961	NPC328318
Remote Similarity	0.5959	NPC258480
Remote Similarity	0.5954	NPC2823
Remote Similarity	0.595	NPC472541
Remote Similarity	0.595	NPC472542
Remote Similarity	0.5948	NPC172170
Remote Similarity	0.5947	NPC14849
Remote Similarity	0.5947	NPC474081
Remote Similarity	0.5946	NPC471130
Remote Similarity	0.5946	NPC471124
Remote Similarity	0.5944	NPC295021
Remote Similarity	0.5938	NPC220698
Remote Similarity	0.5926	NPC475594
Remote Similarity	0.5924	NPC88970
Remote Similarity	0.5924	NPC194881
Remote Similarity	0.5924	NPC476231
Remote Similarity	0.5921	NPC473418
Remote Similarity	0.5916	NPC474815
Remote Similarity	0.5916	NPC131450
Remote Similarity	0.5916	NPC474041
Remote Similarity	0.5916	NPC182057
Remote Similarity	0.5916	NPC147298
Remote Similarity	0.5909	NPC216550
Remote Similarity	0.5907	NPC243058
Remote Similarity	0.5904	NPC476950
Remote Similarity	0.5904	NPC474814
Remote Similarity	0.5904	NPC112336
Remote Similarity	0.5899	NPC237649
Remote Similarity	0.5899	NPC300596
Remote Similarity	0.5897	NPC478077
Remote Similarity	0.5894	NPC66699
Remote Similarity	0.5892	NPC189116
Remote Similarity	0.5886	NPC314287
Remote Similarity	0.5885	NPC475685
Remote Similarity	0.5885	NPC471997
Remote Similarity	0.5879	NPC63370
Remote Similarity	0.5879	NPC36836
Remote Similarity	0.5876	NPC203635
Remote Similarity	0.5873	NPC177261
Remote Similarity	0.587	NPC315368
Remote Similarity	0.587	NPC93653
Remote Similarity	0.5867	NPC472323
Remote Similarity	0.5864	NPC83774
Remote Similarity	0.5862	NPC43477
Remote Similarity	0.5855	NPC113626
Remote Similarity	0.5854	NPC477179
Remote Similarity	0.5847	NPC213914
Remote Similarity	0.5846	NPC133003
Remote Similarity	0.5842	NPC328611
Remote Similarity	0.5838	NPC319645
Remote Similarity	0.5833	NPC475761
Remote Similarity	0.5833	NPC154602
Remote Similarity	0.5825	NPC159125
Remote Similarity	0.5825	NPC470205
Remote Similarity	0.5825	NPC477180
Remote Similarity	0.5825	NPC327592
Remote Similarity	0.5825	NPC254850
Remote Similarity	0.5825	NPC477178
Remote Similarity	0.5825	NPC477181
Remote Similarity	0.5824	NPC209362
Remote Similarity	0.5821	NPC128244
Remote Similarity	0.582	NPC471648
Remote Similarity	0.5819	NPC470824

Drug Structure

NPD6018 OpenBabel08211708292D 51 52 0 0 0 0 0 0 0 0999 V2000 7.4282 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0263 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0263 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -5.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -6.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -5.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.0263 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -5.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 13.6244 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.4904 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.7583 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.4904 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.7583 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.8923 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 15.3564 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.6244 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -11.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -10.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -10.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -9.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -9.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -11.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -9.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -9.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.0263 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 13.6244 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -10.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -8.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 22 1 0 0 0 0 3 4 2 0 0 0 0 3 6 1 0 0 0 0 4 7 1 0 0 0 0 5 10 1 0 0 0 0 5 11 1 0 0 0 0 6 20 2 0 0 0 0 7 23 2 0 0 0 0 8 9 2 0 0 0 0 8 19 1 0 0 0 0 9 24 1 0 0 0 0 10 25 1 0 0 0 0 11 27 1 0 0 0 0 12 14 1 0 0 0 0 12 25 1 0 0 0 0 13 15 1 0 0 0 0 13 25 1 0 0 0 0 14 26 1 0 0 0 0 15 26 1 0 0 0 0 16 17 1 0 0 0 0 16 26 1 0 0 0 0 17 28 1 0 0 0 0 18 19 2 0 0 0 0 18 21 1 0 0 0 0 19 22 1 0 0 0 0 20 23 1 0 0 0 0 20 27 1 0 0 0 0 21 24 2 0 0 0 0 21 27 1 0 0 0 0 22 29 2 0 0 0 0 23 30 1 0 0 0 0 24 30 1 0 0 0 0 28 47 1 0 0 0 0 31 32 2 0 0 0 0 31 33 1 0 0 0 0 32 34 1 0 0 0 0 33 35 2 0 0 0 0 33 36 1 0 0 0 0 34 37 2 0 0 0 0 34 38 1 0 0 0 0 36 48 1 0 0 0 0 38 49 1 0 0 0 0 39 40 2 0 0 0 0 39 41 1 0 0 0 0 40 42 1 0 0 0 0 41 43 2 0 0 0 0 41 44 1 0 0 0 0 42 45 2 0 0 0 0 42 46 1 0 0 0 0 44 50 1 0 0 0 0 46 51 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	425.21
ALogP	-0.203
MLogP	3.44
XLogP	3.05
HDA	5
HBD	1
Rotatable Bonds	10
TPSA	72.32
RO5 Violation	0