NPASS drugs

Drug Information

Drug ID:	NPD2183
Drug Name:	Remoxipride Hydrochloride
Molecular Formula:	C16H23BrN2O3.ClH
Canonical SMILES:	CCN1CCC[C@H]1CN=C(c1c(OC)ccc(c1OC)Br)O.Cl
Standard InCHI:	InChI=1S/C16H23BrN2O3.ClH/c1-4-19-9-5-6-11(19)10-18-16(20)14-13(21-2)8-7-12(17)15(14)22-3;/h7-8,11H,4-6,9-10H2,1-3H3,(H,18,20);1H/t11-;/m0./s1
Standard InCHIKey:	WCPXLMIPGMFZMY-MERQFXBCSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2183

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	174
0.1-0.2	1287
0.2-0.3	8482
0.3-0.4	4988
0.4-0.5	6793
0.5-0.6	8369
0.6-0.7	781
0.7-0.8	16
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	0.75	NPC470471
Intermediate Similarity	0.7484	NPC474128
Intermediate Similarity	0.7403	NPC470470
Intermediate Similarity	0.7391	NPC47672
Intermediate Similarity	0.7329	NPC258222
Intermediate Similarity	0.7278	NPC135349
Intermediate Similarity	0.7256	NPC233926
Intermediate Similarity	0.7208	NPC303993
Intermediate Similarity	0.717	NPC470472
Intermediate Similarity	0.7117	NPC109968
Intermediate Similarity	0.7115	NPC470249
Intermediate Similarity	0.7078	NPC158078
Intermediate Similarity	0.707	NPC213471
Intermediate Similarity	0.7063	NPC78530
Intermediate Similarity	0.7055	NPC76412
Intermediate Similarity	0.7048	NPC156311
Remote Similarity	0.6918	NPC470250
Remote Similarity	0.6908	NPC29477
Remote Similarity	0.6908	NPC110131
Remote Similarity	0.6899	NPC470248
Remote Similarity	0.6892	NPC43275
Remote Similarity	0.6855	NPC474673
Remote Similarity	0.6842	NPC95733
Remote Similarity	0.6842	NPC62101
Remote Similarity	0.6839	NPC474091
Remote Similarity	0.6793	NPC102245
Remote Similarity	0.6776	NPC211218
Remote Similarity	0.677	NPC477838
Remote Similarity	0.677	NPC477837
Remote Similarity	0.6735	NPC185541
Remote Similarity	0.6735	NPC464
Remote Similarity	0.673	NPC235633
Remote Similarity	0.6711	NPC5932
Remote Similarity	0.6709	NPC163810
Remote Similarity	0.6708	NPC296898
Remote Similarity	0.6708	NPC40321
Remote Similarity	0.669	NPC166837
Remote Similarity	0.6689	NPC54507
Remote Similarity	0.6689	NPC85292
Remote Similarity	0.6689	NPC229147
Remote Similarity	0.6688	NPC473724
Remote Similarity	0.6688	NPC475735
Remote Similarity	0.6687	NPC470247
Remote Similarity	0.6685	NPC228040
Remote Similarity	0.6667	NPC469711
Remote Similarity	0.6667	NPC80337
Remote Similarity	0.6649	NPC248822
Remote Similarity	0.6646	NPC274732
Remote Similarity	0.6646	NPC474753
Remote Similarity	0.6644	NPC33270
Remote Similarity	0.6644	NPC69261
Remote Similarity	0.6628	NPC206736
Remote Similarity	0.6628	NPC195766
Remote Similarity	0.6627	NPC296085
Remote Similarity	0.6624	NPC99280
Remote Similarity	0.6623	NPC17388
Remote Similarity	0.6623	NPC289330
Remote Similarity	0.6623	NPC160120
Remote Similarity	0.6623	NPC471308
Remote Similarity	0.6623	NPC53596
Remote Similarity	0.6615	NPC254581
Remote Similarity	0.66	NPC131118
Remote Similarity	0.6595	NPC230539
Remote Similarity	0.6577	NPC150624
Remote Similarity	0.6564	NPC83289
Remote Similarity	0.6564	NPC212850
Remote Similarity	0.6564	NPC189724
Remote Similarity	0.6556	NPC184302
Remote Similarity	0.6543	NPC193528
Remote Similarity	0.6543	NPC197045
Remote Similarity	0.6541	NPC471953
Remote Similarity	0.6529	NPC127402
Remote Similarity	0.6527	NPC71629
Remote Similarity	0.6519	NPC135173
Remote Similarity	0.6519	NPC474087
Remote Similarity	0.6517	NPC474881
Remote Similarity	0.6513	NPC263835
Remote Similarity	0.6513	NPC321133
Remote Similarity	0.651	NPC53906
Remote Similarity	0.651	NPC156055
Remote Similarity	0.651	NPC303370
Remote Similarity	0.651	NPC808
Remote Similarity	0.6507	NPC168657
Remote Similarity	0.6497	NPC78061
Remote Similarity	0.6497	NPC122359
Remote Similarity	0.6497	NPC159987
Remote Similarity	0.6497	NPC202776
Remote Similarity	0.6494	NPC471314
Remote Similarity	0.6494	NPC471315
Remote Similarity	0.649	NPC190514
Remote Similarity	0.6485	NPC308571
Remote Similarity	0.6471	NPC265473
Remote Similarity	0.6471	NPC102639
Remote Similarity	0.6471	NPC276665
Remote Similarity	0.6471	NPC471486
Remote Similarity	0.6467	NPC9373
Remote Similarity	0.6467	NPC313414
Remote Similarity	0.6467	NPC203113
Remote Similarity	0.6467	NPC258992
Remote Similarity	0.646	NPC120114
Remote Similarity	0.646	NPC71888
Remote Similarity	0.6458	NPC164576
Remote Similarity	0.6458	NPC473450
Remote Similarity	0.6457	NPC472923
Remote Similarity	0.6457	NPC271388
Remote Similarity	0.6457	NPC235143
Remote Similarity	0.6457	NPC205255
Remote Similarity	0.6457	NPC230956
Remote Similarity	0.6457	NPC119649
Remote Similarity	0.6447	NPC85895
Remote Similarity	0.6447	NPC137294
Remote Similarity	0.6443	NPC22610
Remote Similarity	0.6443	NPC180508
Remote Similarity	0.6443	NPC276737
Remote Similarity	0.6443	NPC228287
Remote Similarity	0.6442	NPC254610
Remote Similarity	0.6438	NPC473372
Remote Similarity	0.6436	NPC64066
Remote Similarity	0.6433	NPC474560
Remote Similarity	0.6429	NPC245974
Remote Similarity	0.6429	NPC75713
Remote Similarity	0.6429	NPC476633
Remote Similarity	0.6429	NPC212965
Remote Similarity	0.6424	NPC15860
Remote Similarity	0.6424	NPC474933
Remote Similarity	0.6424	NPC50521
Remote Similarity	0.6424	NPC470759
Remote Similarity	0.6424	NPC127894
Remote Similarity	0.6424	NPC244816
Remote Similarity	0.6424	NPC219070
Remote Similarity	0.6424	NPC221549
Remote Similarity	0.642	NPC79402
Remote Similarity	0.642	NPC254700
Remote Similarity	0.642	NPC80759
Remote Similarity	0.6416	NPC107602
Remote Similarity	0.6415	NPC470706
Remote Similarity	0.641	NPC272463
Remote Similarity	0.6409	NPC475976
Remote Similarity	0.6407	NPC247298
Remote Similarity	0.6405	NPC41801
Remote Similarity	0.64	NPC329837
Remote Similarity	0.64	NPC221864
Remote Similarity	0.6398	NPC184465
Remote Similarity	0.6398	NPC475658
Remote Similarity	0.6398	NPC473892
Remote Similarity	0.6395	NPC94045
Remote Similarity	0.6395	NPC471487
Remote Similarity	0.6392	NPC153990
Remote Similarity	0.6391	NPC324081
Remote Similarity	0.6387	NPC474864
Remote Similarity	0.6387	NPC36016
Remote Similarity	0.6387	NPC120638
Remote Similarity	0.6387	NPC77789
Remote Similarity	0.6387	NPC100099
Remote Similarity	0.6387	NPC18128
Remote Similarity	0.638	NPC309667
Remote Similarity	0.6376	NPC59387
Remote Similarity	0.6375	NPC11449
Remote Similarity	0.6374	NPC152947
Remote Similarity	0.6364	NPC83279
Remote Similarity	0.6364	NPC218753
Remote Similarity	0.6364	NPC470709
Remote Similarity	0.6358	NPC114064
Remote Similarity	0.6358	NPC141090
Remote Similarity	0.6358	NPC475557
Remote Similarity	0.6352	NPC469977
Remote Similarity	0.6348	NPC470936
Remote Similarity	0.6346	NPC95168
Remote Similarity	0.6346	NPC38761
Remote Similarity	0.6346	NPC76465
Remote Similarity	0.6346	NPC474160
Remote Similarity	0.6344	NPC49172
Remote Similarity	0.634	NPC295259
Remote Similarity	0.634	NPC256369
Remote Similarity	0.6337	NPC123011
Remote Similarity	0.6337	NPC256689
Remote Similarity	0.6335	NPC97870
Remote Similarity	0.6335	NPC118419
Remote Similarity	0.6335	NPC259017
Remote Similarity	0.6335	NPC247018
Remote Similarity	0.6335	NPC307123
Remote Similarity	0.6335	NPC166624
Remote Similarity	0.6329	NPC218323
Remote Similarity	0.6329	NPC301713
Remote Similarity	0.6329	NPC251466
Remote Similarity	0.6325	NPC326241
Remote Similarity	0.6323	NPC54972
Remote Similarity	0.6322	NPC294870
Remote Similarity	0.6322	NPC87363
Remote Similarity	0.6319	NPC474051
Remote Similarity	0.6319	NPC143450
Remote Similarity	0.6316	NPC471338
Remote Similarity	0.6316	NPC474678
Remote Similarity	0.6316	NPC323948
Remote Similarity	0.6313	NPC264850
Remote Similarity	0.6313	NPC13916
Remote Similarity	0.6313	NPC329717
Remote Similarity	0.6312	NPC262641
Remote Similarity	0.631	NPC471591
Remote Similarity	0.631	NPC96275

Drug Structure

NPD2183 OpenBabel08211701392D 24 24 0 0 1 0 0 0 0 0999 V2000 0.5000 -6.1939 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9026 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3046 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4511 -5.8849 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4898 -3.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4680 -3.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9026 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9026 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9898 -4.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4385 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5725 -4.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.0366 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0366 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1706 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1706 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3046 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0366 -0.5000 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 4.3046 -4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.6590 -4.9067 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4385 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0366 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3046 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7618 -3.9801 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.4385 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 21 1 0 0 0 0 3 22 1 0 0 0 0 4 19 1 0 0 0 0 5 6 1 0 0 0 0 5 9 1 0 0 0 0 6 11 1 0 0 0 0 7 8 2 0 0 0 0 7 12 1 0 0 0 0 8 13 1 0 0 0 0 9 19 1 0 0 0 0 10 18 1 0 0 0 0 11 10 1 1 0 0 0 11 19 1 0 0 0 0 12 15 2 0 0 0 0 12 17 1 0 0 0 0 13 14 2 0 0 0 0 13 21 1 0 0 0 0 14 15 1 0 0 0 0 14 16 1 0 0 0 0 15 22 1 0 0 0 0 16 18 2 3 0 0 0 16 20 1 0 0 0 0 20 24 1 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	370.09
ALogP	0.2421
MLogP	2.56
XLogP	2.606
HDA	3
HBD	1
Rotatable Bonds	11
TPSA	54.29
RO5 Violation	0