NPASS drugs

Drug Information

Drug ID:	NPD4123
Drug Name:	Itopride
Molecular Formula:	C20H26N2O4
Canonical SMILES:	COc1cc(ccc1OC)C(=NCc1ccc(cc1)OCCN(C)C)O
Standard InCHI:	InChI=1S/C20H26N2O4/c1-22(2)11-12-26-17-8-5-15(6-9-17)14-21-20(23)16-7-10-18(24-3)19(13-16)25-4/h5-10,13H,11-12,14H2,1-4H3,(H,21,23)
Standard InCHIKey:	QQQIECGTIMUVDS-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4123

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	141
0.1-0.2	1036
0.2-0.3	4034
0.3-0.4	8872
0.4-0.5	2972
0.5-0.6	7527
0.6-0.7	5211
0.7-0.8	1058
0.8-0.85	36
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	0.8776	NPC277857
High Similarity	0.8776	NPC115144
High Similarity	0.8611	NPC299583
Intermediate Similarity	0.8414	NPC312770
Intermediate Similarity	0.8414	NPC14600
Intermediate Similarity	0.8414	NPC160607
Intermediate Similarity	0.8414	NPC204848
Intermediate Similarity	0.8414	NPC41473
Intermediate Similarity	0.8357	NPC301713
Intermediate Similarity	0.8344	NPC471032
Intermediate Similarity	0.8344	NPC470935
Intermediate Similarity	0.8322	NPC214869
Intermediate Similarity	0.8289	NPC182119
Intermediate Similarity	0.8288	NPC254610
Intermediate Similarity	0.8252	NPC114102
Intermediate Similarity	0.8247	NPC275027
Intermediate Similarity	0.8194	NPC130595
Intermediate Similarity	0.8194	NPC93882
Intermediate Similarity	0.8182	NPC35961
Intermediate Similarity	0.8182	NPC195749
Intermediate Similarity	0.8182	NPC52029
Intermediate Similarity	0.8176	NPC477837
Intermediate Similarity	0.8176	NPC477838
Intermediate Similarity	0.8169	NPC186898
Intermediate Similarity	0.8156	NPC29477
Intermediate Similarity	0.8138	NPC285078
Intermediate Similarity	0.8138	NPC313737
Intermediate Similarity	0.8138	NPC6854
Intermediate Similarity	0.8125	NPC255550
Intermediate Similarity	0.8125	NPC308885
Intermediate Similarity	0.8112	NPC155838
Intermediate Similarity	0.8108	NPC296898
Intermediate Similarity	0.8082	NPC218530
Intermediate Similarity	0.8042	NPC251571
Intermediate Similarity	0.8042	NPC153990
Intermediate Similarity	0.8026	NPC5462
Intermediate Similarity	0.8014	NPC211218
Intermediate Similarity	0.8	NPC179250
Intermediate Similarity	0.8	NPC50380
Intermediate Similarity	0.7958	NPC109822
Intermediate Similarity	0.7958	NPC94276
Intermediate Similarity	0.7958	NPC62101
Intermediate Similarity	0.7958	NPC95733
Intermediate Similarity	0.7947	NPC222039
Intermediate Similarity	0.7947	NPC100478
Intermediate Similarity	0.7929	NPC183262
Intermediate Similarity	0.7917	NPC172403
Intermediate Similarity	0.7914	NPC43275
Intermediate Similarity	0.7908	NPC313414
Intermediate Similarity	0.7857	NPC263835
Intermediate Similarity	0.7853	NPC90984
Intermediate Similarity	0.7848	NPC475557
Intermediate Similarity	0.7847	NPC58607
Intermediate Similarity	0.7847	NPC178284
Intermediate Similarity	0.7847	NPC191037
Intermediate Similarity	0.7834	NPC127402
Intermediate Similarity	0.7831	NPC228040
Intermediate Similarity	0.7817	NPC471314
Intermediate Similarity	0.7817	NPC471315
Intermediate Similarity	0.7817	NPC71090
Intermediate Similarity	0.7815	NPC212850
Intermediate Similarity	0.7815	NPC83289
Intermediate Similarity	0.7815	NPC189724
Intermediate Similarity	0.7815	NPC77572
Intermediate Similarity	0.7793	NPC147821
Intermediate Similarity	0.7793	NPC183181
Intermediate Similarity	0.7793	NPC319625
Intermediate Similarity	0.7793	NPC292056
Intermediate Similarity	0.7793	NPC41706
Intermediate Similarity	0.7793	NPC111247
Intermediate Similarity	0.7793	NPC118787
Intermediate Similarity	0.7793	NPC163332
Intermediate Similarity	0.7785	NPC18614
Intermediate Similarity	0.7778	NPC178466
Intermediate Similarity	0.7778	NPC63628
Intermediate Similarity	0.7778	NPC194519
Intermediate Similarity	0.7764	NPC59028
Intermediate Similarity	0.7764	NPC92191
Intermediate Similarity	0.7742	NPC473934
Intermediate Similarity	0.7722	NPC52475
Intermediate Similarity	0.7708	NPC48990
Intermediate Similarity	0.7708	NPC114901
Intermediate Similarity	0.7708	NPC293701
Intermediate Similarity	0.7703	NPC471953
Intermediate Similarity	0.7702	NPC148014
Intermediate Similarity	0.7702	NPC40389
Intermediate Similarity	0.7702	NPC65490
Intermediate Similarity	0.7702	NPC78359
Intermediate Similarity	0.7702	NPC129603
Intermediate Similarity	0.7702	NPC315707
Intermediate Similarity	0.7688	NPC107602
Intermediate Similarity	0.7687	NPC202582
Intermediate Similarity	0.7687	NPC210623
Intermediate Similarity	0.7687	NPC226788
Intermediate Similarity	0.7687	NPC3439
Intermediate Similarity	0.7687	NPC273295
Intermediate Similarity	0.7687	NPC86030
Intermediate Similarity	0.7687	NPC470258
Intermediate Similarity	0.7687	NPC190629
Intermediate Similarity	0.7687	NPC222004
Intermediate Similarity	0.7687	NPC5851
Intermediate Similarity	0.7687	NPC218856
Intermediate Similarity	0.7687	NPC285339
Intermediate Similarity	0.7682	NPC193528
Intermediate Similarity	0.7677	NPC110337
Intermediate Similarity	0.7677	NPC185838
Intermediate Similarity	0.7676	NPC284078
Intermediate Similarity	0.7654	NPC329837
Intermediate Similarity	0.7643	NPC428
Intermediate Similarity	0.7643	NPC476571
Intermediate Similarity	0.7643	NPC246587
Intermediate Similarity	0.7643	NPC135538
Intermediate Similarity	0.7643	NPC24233
Intermediate Similarity	0.7643	NPC147390
Intermediate Similarity	0.7636	NPC198741
Intermediate Similarity	0.7635	NPC329595
Intermediate Similarity	0.7635	NPC476570
Intermediate Similarity	0.7635	NPC326599
Intermediate Similarity	0.7632	NPC36434
Intermediate Similarity	0.7628	NPC245974
Intermediate Similarity	0.7619	NPC72529
Intermediate Similarity	0.7613	NPC247298
Intermediate Similarity	0.761	NPC476568
Intermediate Similarity	0.7606	NPC160120
Intermediate Similarity	0.7606	NPC289330
Intermediate Similarity	0.7606	NPC53596
Intermediate Similarity	0.7606	NPC17388
Intermediate Similarity	0.7606	NPC471308
Intermediate Similarity	0.7605	NPC474953
Intermediate Similarity	0.759	NPC150879
Intermediate Similarity	0.7584	NPC472597
Intermediate Similarity	0.7584	NPC469625
Intermediate Similarity	0.7584	NPC469613
Intermediate Similarity	0.7584	NPC30043
Intermediate Similarity	0.7582	NPC298821
Intermediate Similarity	0.758	NPC191376
Intermediate Similarity	0.758	NPC476151
Intermediate Similarity	0.758	NPC321505
Intermediate Similarity	0.758	NPC179825
Intermediate Similarity	0.7576	NPC169743
Intermediate Similarity	0.7568	NPC470706
Intermediate Similarity	0.7551	NPC210355
Intermediate Similarity	0.7551	NPC474119
Intermediate Similarity	0.755	NPC11147
Intermediate Similarity	0.7545	NPC204908
Intermediate Similarity	0.7545	NPC83198
Intermediate Similarity	0.7545	NPC66573
Intermediate Similarity	0.7535	NPC256369
Intermediate Similarity	0.7533	NPC184447
Intermediate Similarity	0.7533	NPC160991
Intermediate Similarity	0.7533	NPC7903
Intermediate Similarity	0.7533	NPC35932
Intermediate Similarity	0.7533	NPC16208
Intermediate Similarity	0.7532	NPC213206
Intermediate Similarity	0.7532	NPC474915
Intermediate Similarity	0.7532	NPC328750
Intermediate Similarity	0.7532	NPC123761
Intermediate Similarity	0.7532	NPC188163
Intermediate Similarity	0.7517	NPC279379
Intermediate Similarity	0.7517	NPC469612
Intermediate Similarity	0.7517	NPC471693
Intermediate Similarity	0.7517	NPC472338
Intermediate Similarity	0.7517	NPC469614
Intermediate Similarity	0.7515	NPC232386
Intermediate Similarity	0.7515	NPC2314
Intermediate Similarity	0.7515	NPC152680
Intermediate Similarity	0.7515	NPC190783
Intermediate Similarity	0.7514	NPC85381
Intermediate Similarity	0.75	NPC128208
Intermediate Similarity	0.75	NPC184733
Intermediate Similarity	0.75	NPC245826
Intermediate Similarity	0.75	NPC129570
Intermediate Similarity	0.75	NPC42793
Intermediate Similarity	0.75	NPC231884
Intermediate Similarity	0.75	NPC41122
Intermediate Similarity	0.75	NPC164608
Intermediate Similarity	0.75	NPC167944
Intermediate Similarity	0.75	NPC252307
Intermediate Similarity	0.75	NPC282703
Intermediate Similarity	0.75	NPC318805
Intermediate Similarity	0.75	NPC301050
Intermediate Similarity	0.75	NPC18402
Intermediate Similarity	0.75	NPC474178
Intermediate Similarity	0.75	NPC136951
Intermediate Similarity	0.75	NPC45774
Intermediate Similarity	0.75	NPC131204
Intermediate Similarity	0.75	NPC161155
Intermediate Similarity	0.75	NPC21867
Intermediate Similarity	0.75	NPC474560
Intermediate Similarity	0.75	NPC11258
Intermediate Similarity	0.75	NPC470084
Intermediate Similarity	0.75	NPC97004
Intermediate Similarity	0.7485	NPC235628
Intermediate Similarity	0.7484	NPC477565
Intermediate Similarity	0.7484	NPC103379
Intermediate Similarity	0.7483	NPC282477
Intermediate Similarity	0.7483	NPC26394
Intermediate Similarity	0.7483	NPC168059
Intermediate Similarity	0.7483	NPC206882
Intermediate Similarity	0.7483	NPC229442

Drug Structure

NPD4123 OpenBabel08211704332D 27 28 0 0 0 0 0 0 0 0999 V2000 9.5263 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 -0.0000 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 -0.8660 1.5000 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 5.1962 -2.0000 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 5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -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 8.6603 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -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 3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -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 6.0622 -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 0.0000 0.0000 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 2.5981 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 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 6.9282 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 22 1 0 0 0 0 3 24 1 0 0 0 0 4 25 1 0 0 0 0 5 8 1 0 0 0 0 5 15 2 0 0 0 0 6 9 2 0 0 0 0 6 15 1 0 0 0 0 7 10 2 0 0 0 0 7 16 1 0 0 0 0 8 17 2 0 0 0 0 9 17 1 0 0 0 0 10 18 1 0 0 0 0 11 12 1 0 0 0 0 11 22 1 0 0 0 0 12 26 1 0 0 0 0 13 16 2 0 0 0 0 13 19 1 0 0 0 0 14 15 1 0 0 0 0 14 21 1 0 0 0 0 16 20 1 0 0 0 0 17 26 1 0 0 0 0 18 19 2 0 0 0 0 18 24 1 0 0 0 0 19 25 1 0 0 0 0 20 21 2 3 0 0 0 20 23 1 0 0 0 0 23 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB04924
ChEMBL	CHEMBL2107457
IUPHAR/BPS
PharmaGKB	PA152432599
KEGG Drug
PubChem CID
ChEBI	94809
CAS Number	122898-67-3

Drug Properties

Molecular Weight	358.19
ALogP	-0.3109
MLogP	3
XLogP	3.037
HDA	3
HBD	1
Rotatable Bonds	14
TPSA	63.52
RO5 Violation	0