NPASS drugs

Drug Information

Drug ID:	NPD2644
Drug Name:	Veralipride
Molecular Formula:	C17H25N3O5S
Canonical SMILES:	C=CCN1CCCC1CN=C(c1cc(cc(c1OC)OC)S(=O)(=O)N)O
Standard InCHI:	InChI=1S/C17H25N3O5S/c1-4-7-20-8-5-6-12(20)11-19-17(21)14-9-13(26(18,22)23)10-15(24-2)16(14)25-3/h4,9-10,12H,1,5-8,11H2,2-3H3,(H,19,21)(H2,18,22,23)
Standard InCHIKey:	RYJXBGGBZJGVQF-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2644

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	188
0.1-0.2	1419
0.2-0.3	8265
0.3-0.4	5034
0.4-0.5	7606
0.5-0.6	7307
0.6-0.7	1062
0.7-0.8	9
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	0.7625	NPC477837
Intermediate Similarity	0.7625	NPC477838
Intermediate Similarity	0.7349	NPC474652
Intermediate Similarity	0.7349	NPC474649
Intermediate Similarity	0.7178	NPC193528
Intermediate Similarity	0.7108	NPC475698
Intermediate Similarity	0.7093	NPC203424
Intermediate Similarity	0.7093	NPC206372
Intermediate Similarity	0.7022	NPC208280
Remote Similarity	0.6975	NPC118419
Remote Similarity	0.6971	NPC131440
Remote Similarity	0.6957	NPC470706
Remote Similarity	0.6951	NPC11147
Remote Similarity	0.6937	NPC153990
Remote Similarity	0.6937	NPC477839
Remote Similarity	0.6937	NPC186898
Remote Similarity	0.6914	NPC114102
Remote Similarity	0.6894	NPC469977
Remote Similarity	0.6885	NPC228040
Remote Similarity	0.6875	NPC251466
Remote Similarity	0.6875	NPC301713
Remote Similarity	0.6871	NPC93882
Remote Similarity	0.6871	NPC130595
Remote Similarity	0.6871	NPC214869
Remote Similarity	0.6867	NPC254610
Remote Similarity	0.6864	NPC474553
Remote Similarity	0.686	NPC296858
Remote Similarity	0.6852	NPC35961
Remote Similarity	0.6852	NPC195749
Remote Similarity	0.6852	NPC52029
Remote Similarity	0.6832	NPC157740
Remote Similarity	0.6832	NPC191302
Remote Similarity	0.6832	NPC99798
Remote Similarity	0.6829	NPC6854
Remote Similarity	0.6829	NPC313737
Remote Similarity	0.6829	NPC285078
Remote Similarity	0.6816	NPC94292
Remote Similarity	0.6815	NPC183262
Remote Similarity	0.6813	NPC207541
Remote Similarity	0.6813	NPC152186
Remote Similarity	0.6813	NPC170583
Remote Similarity	0.6813	NPC182147
Remote Similarity	0.6813	NPC246133
Remote Similarity	0.6813	NPC71105
Remote Similarity	0.681	NPC255550
Remote Similarity	0.681	NPC308885
Remote Similarity	0.679	NPC155838
Remote Similarity	0.679	NPC147247
Remote Similarity	0.679	NPC246974
Remote Similarity	0.6788	NPC218530
Remote Similarity	0.677	NPC156944
Remote Similarity	0.675	NPC300955
Remote Similarity	0.6747	NPC475828
Remote Similarity	0.6728	NPC251571
Remote Similarity	0.6728	NPC41331
Remote Similarity	0.6728	NPC291449
Remote Similarity	0.6726	NPC296898
Remote Similarity	0.6706	NPC222039
Remote Similarity	0.6706	NPC100478
Remote Similarity	0.6705	NPC476151
Remote Similarity	0.6687	NPC473463
Remote Similarity	0.6685	NPC37205
Remote Similarity	0.6685	NPC160931
Remote Similarity	0.6667	NPC312770
Remote Similarity	0.6667	NPC160607
Remote Similarity	0.6667	NPC41473
Remote Similarity	0.6667	NPC204848
Remote Similarity	0.6667	NPC14600
Remote Similarity	0.6667	NPC211992
Remote Similarity	0.6647	NPC264956
Remote Similarity	0.6646	NPC160120
Remote Similarity	0.6646	NPC471308
Remote Similarity	0.6646	NPC17388
Remote Similarity	0.6646	NPC53596
Remote Similarity	0.6646	NPC289330
Remote Similarity	0.663	NPC130921
Remote Similarity	0.6629	NPC103379
Remote Similarity	0.6629	NPC477565
Remote Similarity	0.6627	NPC231572
Remote Similarity	0.6627	NPC299583
Remote Similarity	0.661	NPC275027
Remote Similarity	0.661	NPC26601
Remote Similarity	0.6606	NPC476570
Remote Similarity	0.659	NPC5462
Remote Similarity	0.659	NPC185838
Remote Similarity	0.6588	NPC77572
Remote Similarity	0.6587	NPC284855
Remote Similarity	0.6587	NPC282477
Remote Similarity	0.6582	NPC43275
Remote Similarity	0.6571	NPC135538
Remote Similarity	0.6571	NPC476571
Remote Similarity	0.6571	NPC428
Remote Similarity	0.6571	NPC24233
Remote Similarity	0.6571	NPC147390
Remote Similarity	0.6571	NPC246587
Remote Similarity	0.6559	NPC177023
Remote Similarity	0.6554	NPC127402
Remote Similarity	0.6554	NPC476568
Remote Similarity	0.6554	NPC474560
Remote Similarity	0.6543	NPC283999
Remote Similarity	0.6541	NPC66573
Remote Similarity	0.6536	NPC5238
Remote Similarity	0.6536	NPC204828
Remote Similarity	0.6536	NPC184026
Remote Similarity	0.6536	NPC249797
Remote Similarity	0.6536	NPC39701
Remote Similarity	0.6536	NPC295691
Remote Similarity	0.6536	NPC193949
Remote Similarity	0.6536	NPC54379
Remote Similarity	0.6536	NPC2413
Remote Similarity	0.6536	NPC189266
Remote Similarity	0.6536	NPC278799
Remote Similarity	0.6536	NPC207757
Remote Similarity	0.6536	NPC469817
Remote Similarity	0.6536	NPC127674
Remote Similarity	0.6536	NPC276588
Remote Similarity	0.6536	NPC110416
Remote Similarity	0.6536	NPC172765
Remote Similarity	0.6534	NPC469540
Remote Similarity	0.6534	NPC469539
Remote Similarity	0.6524	NPC172403
Remote Similarity	0.6522	NPC298486
Remote Similarity	0.6522	NPC90984
Remote Similarity	0.6522	NPC471315
Remote Similarity	0.6522	NPC471314
Remote Similarity	0.6519	NPC329837
Remote Similarity	0.6517	NPC18614
Remote Similarity	0.6514	NPC191376
Remote Similarity	0.6514	NPC179825
Remote Similarity	0.6514	NPC321505
Remote Similarity	0.6509	NPC174754
Remote Similarity	0.65	NPC147091
Remote Similarity	0.6491	NPC59661
Remote Similarity	0.6484	NPC4304
Remote Similarity	0.6481	NPC140359
Remote Similarity	0.6481	NPC13020
Remote Similarity	0.648	NPC475557
Remote Similarity	0.648	NPC477564
Remote Similarity	0.648	NPC2295
Remote Similarity	0.6477	NPC471032
Remote Similarity	0.6477	NPC470935
Remote Similarity	0.6467	NPC238530
Remote Similarity	0.6467	NPC232514
Remote Similarity	0.6467	NPC276944
Remote Similarity	0.6464	NPC148014
Remote Similarity	0.6464	NPC315707
Remote Similarity	0.6464	NPC78359
Remote Similarity	0.6464	NPC65490
Remote Similarity	0.6464	NPC40389
Remote Similarity	0.6461	NPC52475
Remote Similarity	0.646	NPC75713
Remote Similarity	0.6453	NPC188163
Remote Similarity	0.6453	NPC474915
Remote Similarity	0.6453	NPC213206
Remote Similarity	0.6453	NPC328750
Remote Similarity	0.6444	NPC107602
Remote Similarity	0.6441	NPC207824
Remote Similarity	0.6441	NPC60538
Remote Similarity	0.6436	NPC474051
Remote Similarity	0.6432	NPC264850
Remote Similarity	0.6432	NPC13916
Remote Similarity	0.6432	NPC329717
Remote Similarity	0.6429	NPC216816
Remote Similarity	0.6429	NPC69360
Remote Similarity	0.6425	NPC270811
Remote Similarity	0.6425	NPC471073
Remote Similarity	0.642	NPC106295
Remote Similarity	0.642	NPC90844
Remote Similarity	0.642	NPC210437
Remote Similarity	0.642	NPC253883
Remote Similarity	0.642	NPC115144
Remote Similarity	0.642	NPC476144
Remote Similarity	0.642	NPC277857
Remote Similarity	0.642	NPC51957
Remote Similarity	0.642	NPC16107
Remote Similarity	0.642	NPC95075
Remote Similarity	0.6417	NPC474953
Remote Similarity	0.6417	NPC164608
Remote Similarity	0.6415	NPC5932
Remote Similarity	0.6413	NPC233650
Remote Similarity	0.6412	NPC301050
Remote Similarity	0.6412	NPC145446
Remote Similarity	0.6412	NPC231884
Remote Similarity	0.6412	NPC167944
Remote Similarity	0.6412	NPC137172
Remote Similarity	0.6412	NPC416184
Remote Similarity	0.6412	NPC131204
Remote Similarity	0.6412	NPC42793
Remote Similarity	0.6409	NPC186063
Remote Similarity	0.6404	NPC274026
Remote Similarity	0.6404	NPC97221
Remote Similarity	0.6404	NPC88249
Remote Similarity	0.6404	NPC151895
Remote Similarity	0.6404	NPC192768
Remote Similarity	0.6404	NPC220858
Remote Similarity	0.6396	NPC471563
Remote Similarity	0.6396	NPC85381
Remote Similarity	0.6395	NPC314682
Remote Similarity	0.6393	NPC205167
Remote Similarity	0.6393	NPC18402

Drug Structure

NPD2644 OpenBabel08211702172D 29 30 0 0 1 0 0 0 0 0999 V2000 5.7450 -2.8914 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0540 -3.8424 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7976 -4.5468 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0055 -3.5686 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3849 -4.5856 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6636 -5.0468 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 -3.4641 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 -1.7321 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.4067 -4.3776 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -2.5981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 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 3.0000 1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -2.5981 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 2 0 0 0 0 2 24 1 0 0 0 0 3 25 1 0 0 0 0 4 7 1 0 0 0 0 5 6 1 0 0 0 0 5 8 1 0 0 0 0 6 12 1 0 0 0 0 7 20 1 0 0 0 0 8 20 1 0 0 0 0 9 13 2 0 0 0 0 9 14 1 0 0 0 0 10 13 1 0 0 0 0 10 15 2 0 0 0 0 11 12 1 0 0 0 0 11 19 1 0 0 0 0 12 20 1 0 0 0 0 13 26 1 0 0 0 0 14 16 2 0 0 0 0 14 17 1 0 0 0 0 15 16 1 0 0 0 0 15 24 1 0 0 0 0 16 25 1 0 0 0 0 17 19 2 3 0 0 0 17 21 1 0 0 0 0 18 26 1 0 0 0 0 18 27 1 0 0 0 0 18 28 1 0 0 0 0 21 29 1 0 0 0 0 22 26 2 0 0 0 0 23 26 2 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	383.15
ALogP	-1.2168
MLogP	2.34
XLogP	0.448
HDA	6
HBD	2
Rotatable Bonds	12
TPSA	122.83
RO5 Violation	0