NPASS drugs

Drug Information

Drug ID:	NPD6111
Drug Name:	nexopamil
Molecular Formula:	C24H40N2O3
Canonical SMILES:	CCCCCCN(CCC[C@@](c1cc(OC)c(c(c1)OC)OC)(C(C)C)C#N)C
Standard InCHI:	InChI=1S/C24H40N2O3/c1-8-9-10-11-14-26(4)15-12-13-24(18-25,19(2)3)20-16-21(27-5)23(29-7)22(17-20)28-6/h16-17,19H,8-15H2,1-7H3/t24-/m0/s1
Standard InCHIKey:	SKDZEFVVFACNLS-DEOSSOPVSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6111

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	189
0.1-0.2	1161
0.2-0.3	3361
0.3-0.4	9969
0.4-0.5	3328
0.5-0.6	7593
0.6-0.7	4370
0.7-0.8	910
0.8-0.85	6
0.85-0.9	3
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	0.8824	NPC167944
High Similarity	0.8824	NPC42793
High Similarity	0.8824	NPC231884
Intermediate Similarity	0.844	NPC323204
Intermediate Similarity	0.8382	NPC262641
Intermediate Similarity	0.8284	NPC105513
Intermediate Similarity	0.8195	NPC477886
Intermediate Similarity	0.8102	NPC291847
Intermediate Similarity	0.8062	NPC204120
Intermediate Similarity	0.797	NPC15805
Intermediate Similarity	0.797	NPC475961
Intermediate Similarity	0.797	NPC254625
Intermediate Similarity	0.7907	NPC203924
Intermediate Similarity	0.7905	NPC473934
Intermediate Similarity	0.7899	NPC186845
Intermediate Similarity	0.7899	NPC88297
Intermediate Similarity	0.7899	NPC9891
Intermediate Similarity	0.7891	NPC165386
Intermediate Similarity	0.7847	NPC214036
Intermediate Similarity	0.7847	NPC113236
Intermediate Similarity	0.7842	NPC202904
Intermediate Similarity	0.7842	NPC189248
Intermediate Similarity	0.7786	NPC207702
Intermediate Similarity	0.7786	NPC149008
Intermediate Similarity	0.7786	NPC283114
Intermediate Similarity	0.777	NPC76451
Intermediate Similarity	0.777	NPC285725
Intermediate Similarity	0.777	NPC112571
Intermediate Similarity	0.777	NPC50683
Intermediate Similarity	0.7763	NPC218575
Intermediate Similarity	0.7761	NPC63083
Intermediate Similarity	0.7761	NPC474612
Intermediate Similarity	0.7746	NPC118419
Intermediate Similarity	0.7744	NPC123948
Intermediate Similarity	0.7737	NPC298486
Intermediate Similarity	0.773	NPC160193
Intermediate Similarity	0.7721	NPC472596
Intermediate Similarity	0.7714	NPC127587
Intermediate Similarity	0.7714	NPC473092
Intermediate Similarity	0.7714	NPC8050
Intermediate Similarity	0.7714	NPC172403
Intermediate Similarity	0.7714	NPC473093
Intermediate Similarity	0.7704	NPC308217
Intermediate Similarity	0.7687	NPC52464
Intermediate Similarity	0.7687	NPC304208
Intermediate Similarity	0.7682	NPC59907
Intermediate Similarity	0.7682	NPC37144
Intermediate Similarity	0.7681	NPC233526
Intermediate Similarity	0.7681	NPC282496
Intermediate Similarity	0.7676	NPC470624
Intermediate Similarity	0.7676	NPC237169
Intermediate Similarity	0.7671	NPC296898
Intermediate Similarity	0.766	NPC54321
Intermediate Similarity	0.766	NPC82862
Intermediate Similarity	0.766	NPC328682
Intermediate Similarity	0.766	NPC222127
Intermediate Similarity	0.766	NPC281864
Intermediate Similarity	0.7622	NPC141493
Intermediate Similarity	0.7622	NPC184928
Intermediate Similarity	0.7609	NPC261661
Intermediate Similarity	0.7609	NPC264885
Intermediate Similarity	0.7606	NPC190144
Intermediate Similarity	0.76	NPC110337
Intermediate Similarity	0.7597	NPC114124
Intermediate Similarity	0.7589	NPC471986
Intermediate Similarity	0.7586	NPC11147
Intermediate Similarity	0.7578	NPC473748
Intermediate Similarity	0.7574	NPC20674
Intermediate Similarity	0.7574	NPC119949
Intermediate Similarity	0.7571	NPC17943
Intermediate Similarity	0.7571	NPC57490
Intermediate Similarity	0.7571	NPC208950
Intermediate Similarity	0.7571	NPC298757
Intermediate Similarity	0.7571	NPC251855
Intermediate Similarity	0.7571	NPC221077
Intermediate Similarity	0.7571	NPC193544
Intermediate Similarity	0.7571	NPC203133
Intermediate Similarity	0.7571	NPC117214
Intermediate Similarity	0.7571	NPC233410
Intermediate Similarity	0.7571	NPC116907
Intermediate Similarity	0.7571	NPC475169
Intermediate Similarity	0.7571	NPC105925
Intermediate Similarity	0.7571	NPC472093
Intermediate Similarity	0.7569	NPC102256
Intermediate Similarity	0.7556	NPC120075
Intermediate Similarity	0.7552	NPC192687
Intermediate Similarity	0.7552	NPC224157
Intermediate Similarity	0.7548	NPC475557
Intermediate Similarity	0.7536	NPC49341
Intermediate Similarity	0.7532	NPC127402
Intermediate Similarity	0.7519	NPC165106
Intermediate Similarity	0.7518	NPC223953
Intermediate Similarity	0.7518	NPC321133
Intermediate Similarity	0.7516	NPC129603
Intermediate Similarity	0.75	NPC169742
Intermediate Similarity	0.75	NPC12275
Intermediate Similarity	0.75	NPC180306
Intermediate Similarity	0.75	NPC5796
Intermediate Similarity	0.75	NPC474017
Intermediate Similarity	0.75	NPC314682
Intermediate Similarity	0.75	NPC206487
Intermediate Similarity	0.75	NPC45715
Intermediate Similarity	0.75	NPC474356
Intermediate Similarity	0.75	NPC192255
Intermediate Similarity	0.7483	NPC193528
Intermediate Similarity	0.7482	NPC41562
Intermediate Similarity	0.7481	NPC9341
Intermediate Similarity	0.7481	NPC81067
Intermediate Similarity	0.7481	NPC193067
Intermediate Similarity	0.7465	NPC82679
Intermediate Similarity	0.7465	NPC169474
Intermediate Similarity	0.7465	NPC124452
Intermediate Similarity	0.7465	NPC324112
Intermediate Similarity	0.7465	NPC282000
Intermediate Similarity	0.7465	NPC246620
Intermediate Similarity	0.7465	NPC236791
Intermediate Similarity	0.7465	NPC74817
Intermediate Similarity	0.7465	NPC159968
Intermediate Similarity	0.7465	NPC293054
Intermediate Similarity	0.7465	NPC242032
Intermediate Similarity	0.7464	NPC166759
Intermediate Similarity	0.7464	NPC199023
Intermediate Similarity	0.7452	NPC190931
Intermediate Similarity	0.745	NPC188163
Intermediate Similarity	0.745	NPC328750
Intermediate Similarity	0.745	NPC474915
Intermediate Similarity	0.745	NPC213206
Intermediate Similarity	0.7448	NPC175067
Intermediate Similarity	0.7448	NPC261812
Intermediate Similarity	0.7448	NPC72046
Intermediate Similarity	0.7448	NPC475856
Intermediate Similarity	0.7448	NPC65183
Intermediate Similarity	0.7448	NPC6451
Intermediate Similarity	0.7448	NPC14224
Intermediate Similarity	0.7448	NPC161958
Intermediate Similarity	0.7448	NPC204215
Intermediate Similarity	0.7447	NPC60885
Intermediate Similarity	0.7447	NPC234400
Intermediate Similarity	0.7431	NPC126836
Intermediate Similarity	0.7431	NPC476570
Intermediate Similarity	0.7429	NPC165375
Intermediate Similarity	0.7429	NPC228922
Intermediate Similarity	0.7429	NPC220598
Intermediate Similarity	0.7429	NPC136319
Intermediate Similarity	0.7429	NPC197757
Intermediate Similarity	0.7426	NPC259638
Intermediate Similarity	0.7426	NPC33271
Intermediate Similarity	0.7424	NPC2682
Intermediate Similarity	0.7423	NPC75958
Intermediate Similarity	0.7417	NPC244338
Intermediate Similarity	0.7415	NPC236522
Intermediate Similarity	0.7413	NPC28765
Intermediate Similarity	0.7413	NPC470213
Intermediate Similarity	0.7413	NPC31707
Intermediate Similarity	0.7413	NPC206615
Intermediate Similarity	0.7413	NPC186843
Intermediate Similarity	0.7413	NPC98631
Intermediate Similarity	0.7413	NPC154866
Intermediate Similarity	0.741	NPC172676
Intermediate Similarity	0.741	NPC312713
Intermediate Similarity	0.741	NPC126935
Intermediate Similarity	0.741	NPC65933
Intermediate Similarity	0.741	NPC216929
Intermediate Similarity	0.741	NPC285289
Intermediate Similarity	0.741	NPC57268
Intermediate Similarity	0.7407	NPC473264
Intermediate Similarity	0.7407	NPC47194
Intermediate Similarity	0.7407	NPC475815
Intermediate Similarity	0.7405	NPC315707
Intermediate Similarity	0.7405	NPC40389
Intermediate Similarity	0.7405	NPC78359
Intermediate Similarity	0.7405	NPC65490
Intermediate Similarity	0.7405	NPC148014
Intermediate Similarity	0.7397	NPC1474
Intermediate Similarity	0.7397	NPC196937
Intermediate Similarity	0.7397	NPC136750
Intermediate Similarity	0.7397	NPC266848
Intermediate Similarity	0.7397	NPC158331
Intermediate Similarity	0.7394	NPC44748
Intermediate Similarity	0.7394	NPC223136
Intermediate Similarity	0.7394	NPC18924
Intermediate Similarity	0.7394	NPC78974
Intermediate Similarity	0.7394	NPC301713
Intermediate Similarity	0.7394	NPC245060
Intermediate Similarity	0.7394	NPC28730
Intermediate Similarity	0.7394	NPC112596
Intermediate Similarity	0.7394	NPC214406
Intermediate Similarity	0.7394	NPC103823
Intermediate Similarity	0.7394	NPC181361
Intermediate Similarity	0.7391	NPC222175
Intermediate Similarity	0.7391	NPC24465
Intermediate Similarity	0.7391	NPC474565
Intermediate Similarity	0.7389	NPC107602
Intermediate Similarity	0.7379	NPC149337
Intermediate Similarity	0.7379	NPC471983
Intermediate Similarity	0.7379	NPC469907
Intermediate Similarity	0.7379	NPC474238
Intermediate Similarity	0.7379	NPC232275
Intermediate Similarity	0.7378	NPC63646
Intermediate Similarity	0.7378	NPC10908

Drug Structure

NPD6111 OpenBabel08211708292D 29 29 0 0 1 0 0 0 0 0999 V2000 1.0981 -9.2942 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0981 -0.6340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5981 -4.9641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0981 -9.2942 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -8.4282 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0981 -7.5622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -6.6962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -3.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0981 -2.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0981 -5.8301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0981 -4.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -0.6340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.3301 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -4.9641 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 8 1 0 0 0 0 2 19 1 0 0 0 0 3 19 1 0 0 0 0 4 26 1 0 0 0 0 5 27 1 0 0 0 0 6 28 1 0 0 0 0 7 29 1 0 0 0 0 8 9 1 0 0 0 0 9 10 1 0 0 0 0 10 11 1 0 0 0 0 11 14 1 0 0 0 0 12 13 1 0 0 0 0 12 15 1 0 0 0 0 14 26 1 0 0 0 0 15 26 1 0 0 0 0 16 20 2 0 0 0 0 16 21 1 0 0 0 0 17 20 1 0 0 0 0 17 22 2 0 0 0 0 18 24 1 0 0 0 0 18 25 3 0 0 0 0 19 24 1 0 0 0 0 20 24 1 0 0 0 0 21 23 2 0 0 0 0 21 27 1 0 0 0 0 22 23 1 0 0 0 0 22 28 1 0 0 0 0 23 29 1 0 0 0 0 24 13 1 1 0 0 0 M END $$$$

External Identifiers

TTD	DIB002912
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	404.30
ALogP	-1.1052
MLogP	3.55
XLogP	5.009
HDA	2
HBD	0
Rotatable Bonds	21
TPSA	54.72
RO5 Violation	2