NPASS drugs

Drug Information

Drug ID:	NPD5177
Drug Name:	Volinanserin
Molecular Formula:	C22H28FNO3
Canonical SMILES:	COc1cccc(c1OC)[C@@H](C1CCN(CC1)CCc1ccc(cc1)F)O
Standard InCHI:	InChI=1S/C22H28FNO3/c1-26-20-5-3-4-19(22(20)27-2)21(25)17-11-14-24(15-12-17)13-10-16-6-8-18(23)9-7-16/h3-9,17,21,25H,10-15H2,1-2H3/t21-/m1/s1
Standard InCHIKey:	HXTGXYRHXAGCFP-OAQYLSRUSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5177

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	136
0.1-0.2	944
0.2-0.3	2726
0.3-0.4	9378
0.4-0.5	3818
0.5-0.6	6286
0.6-0.7	6054
0.7-0.8	1533
0.8-0.85	15
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	0.8311	NPC476151
Intermediate Similarity	0.82	NPC103379
Intermediate Similarity	0.82	NPC477565
Intermediate Similarity	0.8194	NPC193528
Intermediate Similarity	0.8176	NPC185838
Intermediate Similarity	0.8067	NPC191376
Intermediate Similarity	0.8067	NPC179825
Intermediate Similarity	0.8067	NPC321505
Intermediate Similarity	0.8026	NPC274026
Intermediate Similarity	0.8013	NPC24233
Intermediate Similarity	0.8013	NPC476571
Intermediate Similarity	0.8013	NPC147390
Intermediate Similarity	0.8013	NPC246587
Intermediate Similarity	0.8013	NPC135538
Intermediate Similarity	0.8013	NPC428
Intermediate Similarity	0.7972	NPC118419
Intermediate Similarity	0.7959	NPC477837
Intermediate Similarity	0.7959	NPC314682
Intermediate Similarity	0.7959	NPC477838
Intermediate Similarity	0.7943	NPC172403
Intermediate Similarity	0.7935	NPC184026
Intermediate Similarity	0.7935	NPC278799
Intermediate Similarity	0.7935	NPC2413
Intermediate Similarity	0.7935	NPC193949
Intermediate Similarity	0.7935	NPC127674
Intermediate Similarity	0.7935	NPC204828
Intermediate Similarity	0.7935	NPC189266
Intermediate Similarity	0.7935	NPC276588
Intermediate Similarity	0.7935	NPC207757
Intermediate Similarity	0.7935	NPC5238
Intermediate Similarity	0.7935	NPC249797
Intermediate Similarity	0.7935	NPC39701
Intermediate Similarity	0.7935	NPC172765
Intermediate Similarity	0.7935	NPC54379
Intermediate Similarity	0.7935	NPC295691
Intermediate Similarity	0.7935	NPC110416
Intermediate Similarity	0.7935	NPC469817
Intermediate Similarity	0.7905	NPC328750
Intermediate Similarity	0.7905	NPC188163
Intermediate Similarity	0.7905	NPC213206
Intermediate Similarity	0.7905	NPC474915
Intermediate Similarity	0.7895	NPC7467
Intermediate Similarity	0.7872	NPC301713
Intermediate Similarity	0.7871	NPC477564
Intermediate Similarity	0.7871	NPC2295
Intermediate Similarity	0.7868	NPC474214
Intermediate Similarity	0.7843	NPC207824
Intermediate Similarity	0.7843	NPC60538
Intermediate Similarity	0.7832	NPC469951
Intermediate Similarity	0.7832	NPC469963
Intermediate Similarity	0.7829	NPC51957
Intermediate Similarity	0.7829	NPC16107
Intermediate Similarity	0.7829	NPC106295
Intermediate Similarity	0.7829	NPC476144
Intermediate Similarity	0.7829	NPC210437
Intermediate Similarity	0.7823	NPC160607
Intermediate Similarity	0.7823	NPC14600
Intermediate Similarity	0.7823	NPC41473
Intermediate Similarity	0.7823	NPC204848
Intermediate Similarity	0.7823	NPC312770
Intermediate Similarity	0.7817	NPC242032
Intermediate Similarity	0.781	NPC474320
Intermediate Similarity	0.7808	NPC478085
Intermediate Similarity	0.7808	NPC11147
Intermediate Similarity	0.7806	NPC133011
Intermediate Similarity	0.7806	NPC82285
Intermediate Similarity	0.7792	NPC151895
Intermediate Similarity	0.7792	NPC192768
Intermediate Similarity	0.7792	NPC220858
Intermediate Similarity	0.7792	NPC88249
Intermediate Similarity	0.7792	NPC97221
Intermediate Similarity	0.7786	NPC280704
Intermediate Similarity	0.7785	NPC59028
Intermediate Similarity	0.7785	NPC92191
Intermediate Similarity	0.7778	NPC114102
Intermediate Similarity	0.7778	NPC470935
Intermediate Similarity	0.7778	NPC471032
Intermediate Similarity	0.7771	NPC147091
Intermediate Similarity	0.777	NPC262156
Intermediate Similarity	0.777	NPC231572
Intermediate Similarity	0.777	NPC113865
Intermediate Similarity	0.777	NPC184651
Intermediate Similarity	0.777	NPC343720
Intermediate Similarity	0.777	NPC312675
Intermediate Similarity	0.777	NPC473853
Intermediate Similarity	0.777	NPC54872
Intermediate Similarity	0.777	NPC324571
Intermediate Similarity	0.777	NPC470212
Intermediate Similarity	0.7764	NPC13916
Intermediate Similarity	0.7764	NPC264850
Intermediate Similarity	0.7762	NPC252307
Intermediate Similarity	0.7762	NPC474178
Intermediate Similarity	0.7762	NPC155838
Intermediate Similarity	0.7762	NPC245826
Intermediate Similarity	0.7755	NPC61946
Intermediate Similarity	0.7755	NPC231884
Intermediate Similarity	0.7755	NPC131204
Intermediate Similarity	0.7755	NPC301050
Intermediate Similarity	0.7755	NPC42793
Intermediate Similarity	0.7755	NPC167944
Intermediate Similarity	0.7754	NPC321133
Intermediate Similarity	0.775	NPC233650
Intermediate Similarity	0.7744	NPC2314
Intermediate Similarity	0.7742	NPC277669
Intermediate Similarity	0.7742	NPC76213
Intermediate Similarity	0.774	NPC263064
Intermediate Similarity	0.7737	NPC474040
Intermediate Similarity	0.7736	NPC27410
Intermediate Similarity	0.7736	NPC166014
Intermediate Similarity	0.7724	NPC214869
Intermediate Similarity	0.7722	NPC148014
Intermediate Similarity	0.7722	NPC65490
Intermediate Similarity	0.7722	NPC78359
Intermediate Similarity	0.7722	NPC129603
Intermediate Similarity	0.7722	NPC315707
Intermediate Similarity	0.7722	NPC40389
Intermediate Similarity	0.7718	NPC471388
Intermediate Similarity	0.7714	NPC85488
Intermediate Similarity	0.7708	NPC195749
Intermediate Similarity	0.7708	NPC160193
Intermediate Similarity	0.7708	NPC212015
Intermediate Similarity	0.7708	NPC52029
Intermediate Similarity	0.7708	NPC35961
Intermediate Similarity	0.7703	NPC16435
Intermediate Similarity	0.7703	NPC306441
Intermediate Similarity	0.7702	NPC134858
Intermediate Similarity	0.7702	NPC169743
Intermediate Similarity	0.7702	NPC24465
Intermediate Similarity	0.7698	NPC207613
Intermediate Similarity	0.7697	NPC130926
Intermediate Similarity	0.7692	NPC118533
Intermediate Similarity	0.7692	NPC26601
Intermediate Similarity	0.7692	NPC165045
Intermediate Similarity	0.7688	NPC60186
Intermediate Similarity	0.7682	NPC136860
Intermediate Similarity	0.7682	NPC128019
Intermediate Similarity	0.7682	NPC476567
Intermediate Similarity	0.7671	NPC201587
Intermediate Similarity	0.7671	NPC253105
Intermediate Similarity	0.7669	NPC83198
Intermediate Similarity	0.7669	NPC204908
Intermediate Similarity	0.7654	NPC124657
Intermediate Similarity	0.7651	NPC299583
Intermediate Similarity	0.7643	NPC475557
Intermediate Similarity	0.7639	NPC470084
Intermediate Similarity	0.7636	NPC152680
Intermediate Similarity	0.7636	NPC190783
Intermediate Similarity	0.7636	NPC232386
Intermediate Similarity	0.7635	NPC234333
Intermediate Similarity	0.7635	NPC94750
Intermediate Similarity	0.7635	NPC121812
Intermediate Similarity	0.7635	NPC112246
Intermediate Similarity	0.7635	NPC260898
Intermediate Similarity	0.7635	NPC195022
Intermediate Similarity	0.7635	NPC47398
Intermediate Similarity	0.7635	NPC112939
Intermediate Similarity	0.7635	NPC474206
Intermediate Similarity	0.7635	NPC470356
Intermediate Similarity	0.7628	NPC326316
Intermediate Similarity	0.7628	NPC81733
Intermediate Similarity	0.7625	NPC18402
Intermediate Similarity	0.7625	NPC205167
Intermediate Similarity	0.7625	NPC249274
Intermediate Similarity	0.7622	NPC206882
Intermediate Similarity	0.7619	NPC218530
Intermediate Similarity	0.7619	NPC26394
Intermediate Similarity	0.7616	NPC471389
Intermediate Similarity	0.7607	NPC145832
Intermediate Similarity	0.7607	NPC474931
Intermediate Similarity	0.7607	NPC81218
Intermediate Similarity	0.7607	NPC210140
Intermediate Similarity	0.7607	NPC158376
Intermediate Similarity	0.7607	NPC306555
Intermediate Similarity	0.7607	NPC12053
Intermediate Similarity	0.7607	NPC150879
Intermediate Similarity	0.7607	NPC117188
Intermediate Similarity	0.7607	NPC205421
Intermediate Similarity	0.7603	NPC474017
Intermediate Similarity	0.7597	NPC277857
Intermediate Similarity	0.7597	NPC115144
Intermediate Similarity	0.7593	NPC276944
Intermediate Similarity	0.7593	NPC238530
Intermediate Similarity	0.7593	NPC232514
Intermediate Similarity	0.759	NPC329969
Intermediate Similarity	0.7589	NPC471315
Intermediate Similarity	0.7589	NPC471314
Intermediate Similarity	0.7586	NPC5851
Intermediate Similarity	0.7586	NPC170844
Intermediate Similarity	0.7586	NPC190144
Intermediate Similarity	0.7586	NPC86030
Intermediate Similarity	0.7586	NPC476968
Intermediate Similarity	0.7586	NPC475875
Intermediate Similarity	0.7584	NPC227503
Intermediate Similarity	0.7584	NPC474639
Intermediate Similarity	0.7584	NPC265433
Intermediate Similarity	0.7584	NPC162659
Intermediate Similarity	0.7584	NPC302701
Intermediate Similarity	0.7584	NPC248727
Intermediate Similarity	0.7584	NPC270456
Intermediate Similarity	0.7584	NPC173660

Drug Structure

NPD5177 OpenBabel08211706322D 28 30 0 0 1 0 0 0 0 0999 V2000 2.5981 -0.5000 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 0.0000 -2.0000 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 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 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 0 0 0 0 0 0 0 0 0 0 -5.1962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 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 -6.0622 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -4.5000 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 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 2 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 -8.6603 -5.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 26 1 0 0 0 0 2 27 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 19 1 0 0 0 0 5 20 2 0 0 0 0 6 8 1 0 0 0 0 6 16 2 0 0 0 0 7 9 2 0 0 0 0 7 16 1 0 0 0 0 8 18 2 0 0 0 0 9 18 1 0 0 0 0 10 13 1 0 0 0 0 10 16 1 0 0 0 0 11 14 1 0 0 0 0 11 17 1 0 0 0 0 12 15 1 0 0 0 0 12 17 1 0 0 0 0 13 24 1 0 0 0 0 14 24 1 0 0 0 0 15 24 1 0 0 0 0 17 21 1 0 0 0 0 18 23 1 0 0 0 0 19 21 1 0 0 0 0 19 22 2 0 0 0 0 20 22 1 0 0 0 0 20 26 1 0 0 0 0 21 25 1 1 0 0 0 22 27 1 0 0 0 0 25 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC003903; DNC000911
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5311271
ChEBI
CAS Number

Drug Properties

Molecular Weight	373.21
ALogP	-0.7131
MLogP	3.33
XLogP	4.108
HDA	2
HBD	1
Rotatable Bonds	11
TPSA	41.93
RO5 Violation	0