NPASS drugs

Drug Information

Drug ID:	NPD1803
Drug Name:	Tiapride
Molecular Formula:	C15H24N2O4S
Canonical SMILES:	CCN(CCN=C(c1cc(ccc1OC)S(=O)(=O)C)O)CC
Standard InCHI:	InChI=1S/C15H24N2O4S/c1-5-17(6-2)10-9-16-15(18)13-11-12(22(4,19)20)7-8-14(13)21-3/h7-8,11H,5-6,9-10H2,1-4H3,(H,16,18)
Standard InCHIKey:	JTVPZMFULRWINT-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD1803

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	115
0.1-0.2	1660
0.2-0.3	8382
0.3-0.4	5232
0.4-0.5	7838
0.5-0.6	7266
0.6-0.7	393
0.7-0.8	4
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	0.7163	NPC43275
Intermediate Similarity	0.708	NPC166837
Intermediate Similarity	0.7063	NPC86966
Intermediate Similarity	0.7048	NPC208280
Remote Similarity	0.6993	NPC112823
Remote Similarity	0.6972	NPC5932
Remote Similarity	0.6944	NPC324702
Remote Similarity	0.6903	NPC477837
Remote Similarity	0.6903	NPC477838
Remote Similarity	0.6879	NPC303370
Remote Similarity	0.6861	NPC309982
Remote Similarity	0.6835	NPC227553
Remote Similarity	0.6828	NPC83279
Remote Similarity	0.6824	NPC29477
Remote Similarity	0.6759	NPC160120
Remote Similarity	0.6759	NPC471308
Remote Similarity	0.6759	NPC41801
Remote Similarity	0.6759	NPC17388
Remote Similarity	0.6759	NPC289330
Remote Similarity	0.6759	NPC53596
Remote Similarity	0.6757	NPC470008
Remote Similarity	0.6739	NPC146530
Remote Similarity	0.673	NPC128237
Remote Similarity	0.673	NPC83790
Remote Similarity	0.6713	NPC258992
Remote Similarity	0.669	NPC256369
Remote Similarity	0.6667	NPC274732
Remote Similarity	0.6667	NPC471953
Remote Similarity	0.6667	NPC323948
Remote Similarity	0.6667	NPC321285
Remote Similarity	0.6646	NPC474652
Remote Similarity	0.6646	NPC474649
Remote Similarity	0.6644	NPC95733
Remote Similarity	0.6644	NPC62101
Remote Similarity	0.6644	NPC263835
Remote Similarity	0.6623	NPC186898
Remote Similarity	0.6622	NPC471314
Remote Similarity	0.6622	NPC471315
Remote Similarity	0.6619	NPC241549
Remote Similarity	0.6577	NPC211218
Remote Similarity	0.6567	NPC315921
Remote Similarity	0.6547	NPC233320
Remote Similarity	0.6531	NPC321133
Remote Similarity	0.6529	NPC94292
Remote Similarity	0.6516	NPC184465
Remote Similarity	0.6513	NPC251571
Remote Similarity	0.6513	NPC153990
Remote Similarity	0.6497	NPC307682
Remote Similarity	0.6494	NPC114102
Remote Similarity	0.6486	NPC183262
Remote Similarity	0.6478	NPC189724
Remote Similarity	0.6478	NPC83289
Remote Similarity	0.6478	NPC212850
Remote Similarity	0.6452	NPC247018
Remote Similarity	0.6452	NPC307123
Remote Similarity	0.6452	NPC97870
Remote Similarity	0.6452	NPC214869
Remote Similarity	0.6447	NPC301713
Remote Similarity	0.6437	NPC130921
Remote Similarity	0.6429	NPC194034
Remote Similarity	0.6429	NPC35961
Remote Similarity	0.6429	NPC186469
Remote Similarity	0.6429	NPC195749
Remote Similarity	0.6429	NPC52029
Remote Similarity	0.6424	NPC300955
Remote Similarity	0.6414	NPC37302
Remote Similarity	0.6414	NPC808
Remote Similarity	0.6414	NPC464
Remote Similarity	0.6414	NPC185541
Remote Similarity	0.641	NPC105541
Remote Similarity	0.6407	NPC206372
Remote Similarity	0.6407	NPC203424
Remote Similarity	0.6405	NPC477839
Remote Similarity	0.6405	NPC157740
Remote Similarity	0.6405	NPC191302
Remote Similarity	0.6405	NPC99798
Remote Similarity	0.6403	NPC227255
Remote Similarity	0.6398	NPC475698
Remote Similarity	0.6397	NPC100870
Remote Similarity	0.6395	NPC329980
Remote Similarity	0.6383	NPC153690
Remote Similarity	0.6382	NPC170583
Remote Similarity	0.6382	NPC152186
Remote Similarity	0.6382	NPC246133
Remote Similarity	0.6382	NPC182147
Remote Similarity	0.6382	NPC136112
Remote Similarity	0.6382	NPC141739
Remote Similarity	0.6382	NPC71105
Remote Similarity	0.6382	NPC207541
Remote Similarity	0.638	NPC189908
Remote Similarity	0.6377	NPC305205
Remote Similarity	0.637	NPC229147
Remote Similarity	0.637	NPC203113
Remote Similarity	0.637	NPC85292
Remote Similarity	0.637	NPC54507
Remote Similarity	0.637	NPC150624
Remote Similarity	0.6364	NPC155838
Remote Similarity	0.6364	NPC275627
Remote Similarity	0.6364	NPC147247
Remote Similarity	0.6364	NPC246974
Remote Similarity	0.6364	NPC177023
Remote Similarity	0.6364	NPC163674
Remote Similarity	0.6358	NPC474553
Remote Similarity	0.6357	NPC231705
Remote Similarity	0.6357	NPC113457
Remote Similarity	0.6346	NPC130595
Remote Similarity	0.6346	NPC93882
Remote Similarity	0.6345	NPC470837
Remote Similarity	0.6341	NPC245974
Remote Similarity	0.634	NPC156944
Remote Similarity	0.634	NPC251466
Remote Similarity	0.634	NPC218323
Remote Similarity	0.6338	NPC474272
Remote Similarity	0.6338	NPC258056
Remote Similarity	0.6331	NPC130817
Remote Similarity	0.6331	NPC38079
Remote Similarity	0.6331	NPC108875
Remote Similarity	0.6329	NPC138365
Remote Similarity	0.6327	NPC33270
Remote Similarity	0.6327	NPC69261
Remote Similarity	0.6319	NPC247298
Remote Similarity	0.6312	NPC296898
Remote Similarity	0.6312	NPC142297
Remote Similarity	0.6309	NPC31314
Remote Similarity	0.6309	NPC193193
Remote Similarity	0.6306	NPC313737
Remote Similarity	0.6306	NPC6854
Remote Similarity	0.6306	NPC285078
Remote Similarity	0.6304	NPC51633
Remote Similarity	0.6303	NPC324081
Remote Similarity	0.6301	NPC301321
Remote Similarity	0.6301	NPC317254
Remote Similarity	0.6299	NPC41331
Remote Similarity	0.6299	NPC291449
Remote Similarity	0.6294	NPC474149
Remote Similarity	0.6294	NPC168657
Remote Similarity	0.6294	NPC131440
Remote Similarity	0.6294	NPC46844
Remote Similarity	0.6289	NPC174754
Remote Similarity	0.6286	NPC470393
Remote Similarity	0.6284	NPC190514
Remote Similarity	0.6284	NPC283616
Remote Similarity	0.6284	NPC131118
Remote Similarity	0.6282	NPC255550
Remote Similarity	0.6282	NPC308885
Remote Similarity	0.628	NPC9373
Remote Similarity	0.628	NPC313414
Remote Similarity	0.6276	NPC35344
Remote Similarity	0.6276	NPC141003
Remote Similarity	0.6268	NPC75440
Remote Similarity	0.6266	NPC29650
Remote Similarity	0.6266	NPC303993
Remote Similarity	0.6266	NPC218530
Remote Similarity	0.6265	NPC296858
Remote Similarity	0.6259	NPC33717
Remote Similarity	0.6259	NPC178902
Remote Similarity	0.6259	NPC192596
Remote Similarity	0.625	NPC312770
Remote Similarity	0.625	NPC160607
Remote Similarity	0.625	NPC195873
Remote Similarity	0.625	NPC41473
Remote Similarity	0.625	NPC204848
Remote Similarity	0.625	NPC14600
Remote Similarity	0.625	NPC123011
Remote Similarity	0.625	NPC256689
Remote Similarity	0.6242	NPC470392
Remote Similarity	0.6242	NPC184302
Remote Similarity	0.6242	NPC166624
Remote Similarity	0.6241	NPC164576
Remote Similarity	0.6235	NPC123761
Remote Similarity	0.6235	NPC474128
Remote Similarity	0.6233	NPC22610
Remote Similarity	0.6233	NPC276737
Remote Similarity	0.6233	NPC118202
Remote Similarity	0.6233	NPC114144
Remote Similarity	0.6232	NPC328793
Remote Similarity	0.623	NPC329731
Remote Similarity	0.6226	NPC470471
Remote Similarity	0.6226	NPC264956
Remote Similarity	0.6225	NPC476633
Remote Similarity	0.6225	NPC75713
Remote Similarity	0.6224	NPC316052
Remote Similarity	0.6216	NPC244816
Remote Similarity	0.6216	NPC127894
Remote Similarity	0.6216	NPC15860
Remote Similarity	0.6216	NPC470759
Remote Similarity	0.6216	NPC50521
Remote Similarity	0.6216	NPC221549
Remote Similarity	0.6216	NPC219070
Remote Similarity	0.6214	NPC474603
Remote Similarity	0.6214	NPC12987
Remote Similarity	0.6211	NPC299583
Remote Similarity	0.6207	NPC98372
Remote Similarity	0.6207	NPC474920
Remote Similarity	0.6207	NPC199462
Remote Similarity	0.6203	NPC163810
Remote Similarity	0.6197	NPC251306
Remote Similarity	0.6196	NPC222039
Remote Similarity	0.6196	NPC100478
Remote Similarity	0.6194	NPC321956

Drug Structure

NPD1803 OpenBabel08211701082D 23 23 0 0 0 0 0 0 0 0999 V2000 5.1962 0.0000 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 4.5000 0.0000 C 0 0 0 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 4.3301 -0.5000 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 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 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 3.4641 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 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 4.0000 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 1.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 4.0000 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 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 6 1 0 0 0 0 3 21 1 0 0 0 0 4 22 1 0 0 0 0 5 17 1 0 0 0 0 6 17 1 0 0 0 0 7 8 2 0 0 0 0 7 12 1 0 0 0 0 8 14 1 0 0 0 0 9 10 1 0 0 0 0 9 16 1 0 0 0 0 10 17 1 0 0 0 0 11 12 2 0 0 0 0 11 13 1 0 0 0 0 12 22 1 0 0 0 0 13 14 2 0 0 0 0 13 15 1 0 0 0 0 14 21 1 0 0 0 0 15 16 2 3 0 0 0 15 18 1 0 0 0 0 18 23 1 0 0 0 0 19 22 2 0 0 0 0 20 22 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000998; DNC001444
DrugBank	DB13025
ChEMBL	CHEMBL84158
IUPHAR/BPS
PharmaGKB
KEGG Drug	D08590
PubChem CID	5467
ChEBI	94666
CAS Number	51012-32-9

Drug Properties

Molecular Weight	328.15
ALogP	0.0613
MLogP	2.34
XLogP	1.642
HDA	5
HBD	1
Rotatable Bonds	13
TPSA	87.58
RO5 Violation	0