NPASS drugs

Drug Information

Drug ID:	NPD2376
Drug Name:	Asenapine Maleate
Molecular Formula:	C17H16ClNO.C4H4O4
Canonical SMILES:	Clc1ccc2c(c1)C1CN(CC1c1c(O2)cccc1)C.OC(=O)/C=CC(=O)O
Standard InCHI:	InChI=1S/C17H16ClNO.C4H4O4/c1-19-9-14-12-4-2-3-5-16(12)20-17-7-6-11(18)8-13(17)15(14)10-19;5-3(6)1-2-4(7)8/h2-8,14-15H,9-10H2,1H3;1-2H,(H,5,6)(H,7,8)/b;2-1-
Standard InCHIKey:	GMDCDXMAFMEDAG-BTJKTKAUSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2376

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	268
0.1-0.2	1360
0.2-0.3	6518
0.3-0.4	6598
0.4-0.5	6907
0.5-0.6	8240
0.6-0.7	986
0.7-0.8	13
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	0.7518	NPC255253
Intermediate Similarity	0.75	NPC14287
Intermediate Similarity	0.7357	NPC321133
Intermediate Similarity	0.7324	NPC151237
Intermediate Similarity	0.726	NPC283079
Intermediate Similarity	0.72	NPC11147
Intermediate Similarity	0.7114	NPC118419
Intermediate Similarity	0.7075	NPC172403
Intermediate Similarity	0.7067	NPC66643
Intermediate Similarity	0.7055	NPC129603
Intermediate Similarity	0.7039	NPC167944
Intermediate Similarity	0.7039	NPC231884
Intermediate Similarity	0.7039	NPC42793
Remote Similarity	0.6963	NPC326801
Remote Similarity	0.6962	NPC473934
Remote Similarity	0.6951	NPC78359
Remote Similarity	0.6951	NPC65490
Remote Similarity	0.6951	NPC40389
Remote Similarity	0.6951	NPC315707
Remote Similarity	0.6951	NPC148014
Remote Similarity	0.6918	NPC328267
Remote Similarity	0.6912	NPC186469
Remote Similarity	0.6903	NPC314682
Remote Similarity	0.6899	NPC145304
Remote Similarity	0.689	NPC323443
Remote Similarity	0.689	NPC180756
Remote Similarity	0.6883	NPC193528
Remote Similarity	0.6875	NPC7467
Remote Similarity	0.6875	NPC263835
Remote Similarity	0.6867	NPC18402
Remote Similarity	0.6859	NPC328750
Remote Similarity	0.6859	NPC188163
Remote Similarity	0.6859	NPC474915
Remote Similarity	0.6859	NPC213206
Remote Similarity	0.6849	NPC27198
Remote Similarity	0.6849	NPC471315
Remote Similarity	0.6849	NPC471314
Remote Similarity	0.6842	NPC325568
Remote Similarity	0.6813	NPC16107
Remote Similarity	0.6813	NPC476151
Remote Similarity	0.6813	NPC51957
Remote Similarity	0.6813	NPC210437
Remote Similarity	0.6813	NPC476144
Remote Similarity	0.6813	NPC106295
Remote Similarity	0.6788	NPC146288
Remote Similarity	0.6788	NPC476443
Remote Similarity	0.6788	NPC133817
Remote Similarity	0.677	NPC475959
Remote Similarity	0.6755	NPC160193
Remote Similarity	0.6752	NPC470925
Remote Similarity	0.6752	NPC323204
Remote Similarity	0.6738	NPC26524
Remote Similarity	0.6735	NPC150026
Remote Similarity	0.6728	NPC477565
Remote Similarity	0.6728	NPC219162
Remote Similarity	0.6728	NPC211296
Remote Similarity	0.6728	NPC103379
Remote Similarity	0.6727	NPC216459
Remote Similarity	0.6727	NPC41178
Remote Similarity	0.6727	NPC138487
Remote Similarity	0.671	NPC106606
Remote Similarity	0.6692	NPC95755
Remote Similarity	0.669	NPC43275
Remote Similarity	0.6687	NPC185838
Remote Similarity	0.6686	NPC124433
Remote Similarity	0.6686	NPC293871
Remote Similarity	0.6667	NPC318591
Remote Similarity	0.6667	NPC476567
Remote Similarity	0.6667	NPC474200
Remote Similarity	0.6667	NPC475557
Remote Similarity	0.6667	NPC128019
Remote Similarity	0.6667	NPC136860
Remote Similarity	0.6667	NPC284842
Remote Similarity	0.6667	NPC231163
Remote Similarity	0.6667	NPC218323
Remote Similarity	0.6648	NPC264938
Remote Similarity	0.6646	NPC326316
Remote Similarity	0.6646	NPC81733
Remote Similarity	0.6645	NPC246991
Remote Similarity	0.6644	NPC294156
Remote Similarity	0.6644	NPC256015
Remote Similarity	0.6642	NPC475269
Remote Similarity	0.6628	NPC204908
Remote Similarity	0.6628	NPC83198
Remote Similarity	0.6627	NPC93593
Remote Similarity	0.6627	NPC244112
Remote Similarity	0.6623	NPC273984
Remote Similarity	0.6622	NPC298486
Remote Similarity	0.6618	NPC12870
Remote Similarity	0.6618	NPC24327
Remote Similarity	0.6608	NPC124657
Remote Similarity	0.6605	NPC179825
Remote Similarity	0.6605	NPC90844
Remote Similarity	0.6605	NPC321505
Remote Similarity	0.6605	NPC95075
Remote Similarity	0.6605	NPC191376
Remote Similarity	0.6605	NPC253883
Remote Similarity	0.6603	NPC7018
Remote Similarity	0.66	NPC81641
Remote Similarity	0.6596	NPC21890
Remote Similarity	0.6587	NPC234392
Remote Similarity	0.6587	NPC25084
Remote Similarity	0.6587	NPC31311
Remote Similarity	0.6587	NPC247639
Remote Similarity	0.6584	NPC130926
Remote Similarity	0.6582	NPC212850
Remote Similarity	0.6582	NPC83289
Remote Similarity	0.6582	NPC189724
Remote Similarity	0.6577	NPC217277
Remote Similarity	0.6568	NPC232924
Remote Similarity	0.6568	NPC477559
Remote Similarity	0.6568	NPC306902
Remote Similarity	0.6568	NPC266753
Remote Similarity	0.6568	NPC160298
Remote Similarity	0.6564	NPC476571
Remote Similarity	0.6564	NPC135538
Remote Similarity	0.6564	NPC24233
Remote Similarity	0.6564	NPC428
Remote Similarity	0.6564	NPC130941
Remote Similarity	0.6564	NPC246587
Remote Similarity	0.6564	NPC147390
Remote Similarity	0.6558	NPC193334
Remote Similarity	0.6558	NPC11173
Remote Similarity	0.6556	NPC301713
Remote Similarity	0.6556	NPC8058
Remote Similarity	0.6554	NPC211992
Remote Similarity	0.655	NPC208280
Remote Similarity	0.6549	NPC280760
Remote Similarity	0.6544	NPC300166
Remote Similarity	0.6538	NPC475828
Remote Similarity	0.6531	NPC289330
Remote Similarity	0.6531	NPC471308
Remote Similarity	0.6531	NPC17388
Remote Similarity	0.6531	NPC160120
Remote Similarity	0.6531	NPC53596
Remote Similarity	0.6527	NPC5238
Remote Similarity	0.6527	NPC204828
Remote Similarity	0.6527	NPC249797
Remote Similarity	0.6527	NPC39701
Remote Similarity	0.6527	NPC276588
Remote Similarity	0.6527	NPC54379
Remote Similarity	0.6527	NPC295691
Remote Similarity	0.6527	NPC110416
Remote Similarity	0.6527	NPC2413
Remote Similarity	0.6527	NPC189266
Remote Similarity	0.6527	NPC278799
Remote Similarity	0.6527	NPC207757
Remote Similarity	0.6527	NPC193949
Remote Similarity	0.6527	NPC184026
Remote Similarity	0.6527	NPC127674
Remote Similarity	0.6527	NPC172765
Remote Similarity	0.6527	NPC469817
Remote Similarity	0.6522	NPC42383
Remote Similarity	0.6519	NPC210086
Remote Similarity	0.6516	NPC139335
Remote Similarity	0.6514	NPC152680
Remote Similarity	0.6514	NPC190783
Remote Similarity	0.6514	NPC232386
Remote Similarity	0.6513	NPC98745
Remote Similarity	0.651	NPC188997
Remote Similarity	0.6506	NPC210148
Remote Similarity	0.6506	NPC233029
Remote Similarity	0.6503	NPC35344
Remote Similarity	0.6503	NPC141003
Remote Similarity	0.65	NPC97811
Remote Similarity	0.65	NPC201959
Remote Similarity	0.649	NPC136112
Remote Similarity	0.649	NPC141739
Remote Similarity	0.6486	NPC212559
Remote Similarity	0.6467	NPC2295
Remote Similarity	0.6467	NPC477564
Remote Similarity	0.6467	NPC261992
Remote Similarity	0.6467	NPC211218
Remote Similarity	0.6463	NPC51341
Remote Similarity	0.6463	NPC256369
Remote Similarity	0.6453	NPC238530
Remote Similarity	0.6453	NPC232514
Remote Similarity	0.6453	NPC276944
Remote Similarity	0.6453	NPC225774
Remote Similarity	0.645	NPC476572
Remote Similarity	0.6444	NPC470161
Remote Similarity	0.6443	NPC475839
Remote Similarity	0.6438	NPC25648
Remote Similarity	0.6438	NPC252901
Remote Similarity	0.6433	NPC254700
Remote Similarity	0.6429	NPC123323
Remote Similarity	0.6429	NPC325871
Remote Similarity	0.6429	NPC78733
Remote Similarity	0.6429	NPC99659
Remote Similarity	0.6424	NPC207824
Remote Similarity	0.6424	NPC92541
Remote Similarity	0.6424	NPC60538
Remote Similarity	0.6424	NPC95733
Remote Similarity	0.6424	NPC62101
Remote Similarity	0.642	NPC247298
Remote Similarity	0.6416	NPC24264
Remote Similarity	0.6416	NPC476432
Remote Similarity	0.6416	NPC219341
Remote Similarity	0.6414	NPC283169
Remote Similarity	0.6412	NPC477080

Drug Structure

NPD2376 OpenBabel08211702172D 30 32 0 0 1 0 0 0 0 0999 V2000 3.4141 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9804 -3.4874 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9804 -4.4874 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1144 -2.9874 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1144 -4.9874 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9311 -5.6399 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9283 -5.7146 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0605 -3.9127 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5562 -1.8680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9787 -2.2280 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4972 -4.7389 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2484 -3.4874 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0577 -3.9874 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4665 -2.8639 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 3.4916 -3.0864 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 5.2484 -4.4874 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4916 -4.8884 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -4.6642 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.6367 -1.4749 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.4665 -5.1109 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.4445 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5785 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.3105 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.7125 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.3105 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.1766 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.7125 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.8464 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 14.0426 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.9804 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 19 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 12 2 0 0 0 0 5 16 2 0 0 0 0 6 7 2 0 0 0 0 6 11 1 0 0 0 0 7 17 1 0 0 0 0 8 11 2 0 0 0 0 8 13 1 0 0 0 0 9 14 1 0 0 0 0 9 19 1 0 0 0 0 10 15 1 0 0 0 0 10 19 1 0 0 0 0 11 18 1 0 0 0 0 12 14 1 0 0 0 0 12 16 1 0 0 0 0 13 15 1 0 0 0 0 13 17 2 0 0 0 0 14 15 1 0 0 0 0 16 20 1 0 0 0 0 17 20 1 0 0 0 0 21 22 2 0 0 0 0 21 23 1 0 0 0 0 22 24 1 0 0 0 0 23 25 2 0 0 0 0 23 26 1 0 0 0 0 24 27 2 0 0 0 0 24 28 1 0 0 0 0 26 29 1 0 0 0 0 28 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB06216
ChEMBL	CHEMBL3544974
IUPHAR/BPS
PharmaGKB
KEGG Drug	D02995
PubChem CID
ChEBI	71253
CAS Number	65576-45-6

Drug Properties

Molecular Weight	285.09
ALogP	0.1167
MLogP	3
XLogP	4.266
HDA	1
HBD	0
Rotatable Bonds	2
TPSA	12.47
RO5 Violation	0