NPASS drugs

Drug Information

Drug ID:	NPD3885
Drug Name:	Fipexide
Molecular Formula:	C20H21ClN2O4
Canonical SMILES:	Clc1ccc(cc1)OCC(=O)N1CCN(CC1)Cc1ccc2c(c1)OCO2
Standard InCHI:	InChI=1S/C20H21ClN2O4/c21-16-2-4-17(5-3-16)25-13-20(24)23-9-7-22(8-10-23)12-15-1-6-18-19(11-15)27-14-26-18/h1-6,11H,7-10,12-14H2
Standard InCHIKey:	BFUJHVVEMMWLHC-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3885

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	243
0.1-0.2	1549
0.2-0.3	7957
0.3-0.4	5401
0.4-0.5	7653
0.5-0.6	6979
0.6-0.7	993
0.7-0.8	115
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	0.7716	NPC469808
Intermediate Similarity	0.7654	NPC205178
Intermediate Similarity	0.7654	NPC277042
Intermediate Similarity	0.7654	NPC136330
Intermediate Similarity	0.7654	NPC73883
Intermediate Similarity	0.7654	NPC255817
Intermediate Similarity	0.7654	NPC251454
Intermediate Similarity	0.7654	NPC230698
Intermediate Similarity	0.7654	NPC196609
Intermediate Similarity	0.7633	NPC475959
Intermediate Similarity	0.7607	NPC99078
Intermediate Similarity	0.7593	NPC167096
Intermediate Similarity	0.7571	NPC231198
Intermediate Similarity	0.7561	NPC220923
Intermediate Similarity	0.7561	NPC470707
Intermediate Similarity	0.7561	NPC252107
Intermediate Similarity	0.7546	NPC180647
Intermediate Similarity	0.7527	NPC471650
Intermediate Similarity	0.75	NPC416184
Intermediate Similarity	0.7487	NPC237579
Intermediate Similarity	0.7455	NPC225745
Intermediate Similarity	0.7444	NPC241055
Intermediate Similarity	0.7443	NPC106786
Intermediate Similarity	0.7416	NPC59567
Intermediate Similarity	0.7394	NPC7018
Intermediate Similarity	0.7371	NPC93593
Intermediate Similarity	0.7371	NPC216459
Intermediate Similarity	0.7371	NPC41178
Intermediate Similarity	0.7371	NPC138487
Intermediate Similarity	0.7366	NPC102760
Intermediate Similarity	0.7356	NPC233029
Intermediate Similarity	0.7356	NPC210148
Intermediate Similarity	0.733	NPC146288
Intermediate Similarity	0.733	NPC31311
Intermediate Similarity	0.733	NPC234392
Intermediate Similarity	0.7329	NPC172403
Intermediate Similarity	0.7316	NPC475597
Intermediate Similarity	0.7316	NPC473716
Intermediate Similarity	0.7278	NPC168409
Intermediate Similarity	0.7273	NPC103947
Intermediate Similarity	0.7273	NPC159150
Intermediate Similarity	0.7273	NPC328419
Intermediate Similarity	0.7273	NPC193673
Intermediate Similarity	0.7273	NPC94280
Intermediate Similarity	0.7273	NPC45783
Intermediate Similarity	0.7257	NPC148898
Intermediate Similarity	0.7256	NPC318862
Intermediate Similarity	0.7247	NPC477080
Intermediate Similarity	0.7241	NPC223125
Intermediate Similarity	0.7229	NPC96406
Intermediate Similarity	0.7219	NPC188163
Intermediate Similarity	0.7219	NPC474915
Intermediate Similarity	0.7219	NPC328750
Intermediate Similarity	0.7219	NPC213206
Intermediate Similarity	0.7216	NPC470708
Intermediate Similarity	0.7186	NPC137172
Intermediate Similarity	0.7186	NPC145446
Intermediate Similarity	0.7182	NPC247972
Intermediate Similarity	0.7182	NPC306669
Intermediate Similarity	0.7175	NPC78733
Intermediate Similarity	0.7166	NPC220961
Intermediate Similarity	0.716	NPC314682
Intermediate Similarity	0.7159	NPC471073
Intermediate Similarity	0.7159	NPC223124
Intermediate Similarity	0.7159	NPC270811
Intermediate Similarity	0.7152	NPC217574
Intermediate Similarity	0.7151	NPC111485
Intermediate Similarity	0.7151	NPC474470
Intermediate Similarity	0.7143	NPC194359
Intermediate Similarity	0.7143	NPC28641
Intermediate Similarity	0.7143	NPC116007
Intermediate Similarity	0.7143	NPC248505
Intermediate Similarity	0.7143	NPC95366
Intermediate Similarity	0.7135	NPC2314
Intermediate Similarity	0.7113	NPC477258
Intermediate Similarity	0.7111	NPC477559
Intermediate Similarity	0.7111	NPC160298
Intermediate Similarity	0.7111	NPC266753
Intermediate Similarity	0.7111	NPC306902
Intermediate Similarity	0.7111	NPC232924
Intermediate Similarity	0.7104	NPC474324
Intermediate Similarity	0.7104	NPC57812
Intermediate Similarity	0.7102	NPC476579
Intermediate Similarity	0.7088	NPC276944
Intermediate Similarity	0.7088	NPC238530
Intermediate Similarity	0.7088	NPC232514
Intermediate Similarity	0.7068	NPC169387
Intermediate Similarity	0.7068	NPC477259
Intermediate Similarity	0.7065	NPC82533
Intermediate Similarity	0.7065	NPC475686
Intermediate Similarity	0.7065	NPC475845
Intermediate Similarity	0.7065	NPC158148
Intermediate Similarity	0.7065	NPC58766
Intermediate Similarity	0.7065	NPC290759
Intermediate Similarity	0.7065	NPC266176
Intermediate Similarity	0.7056	NPC475654
Intermediate Similarity	0.7053	NPC83511
Intermediate Similarity	0.7052	NPC110337
Intermediate Similarity	0.7049	NPC476432
Intermediate Similarity	0.7049	NPC24264
Intermediate Similarity	0.7043	NPC4669
Intermediate Similarity	0.7039	NPC247639
Intermediate Similarity	0.7039	NPC25084
Intermediate Similarity	0.7035	NPC128019
Intermediate Similarity	0.7035	NPC136860
Intermediate Similarity	0.7035	NPC476567
Intermediate Similarity	0.703	NPC160193
Intermediate Similarity	0.7027	NPC474708
Intermediate Similarity	0.7027	NPC474475
Intermediate Similarity	0.7024	NPC11147
Intermediate Similarity	0.7017	NPC215829
Intermediate Similarity	0.7017	NPC97072
Intermediate Similarity	0.7011	NPC247389
Intermediate Similarity	0.7	NPC299990
Intermediate Similarity	0.7	NPC73492
Remote Similarity	0.6995	NPC16805
Remote Similarity	0.6995	NPC225774
Remote Similarity	0.6995	NPC302527
Remote Similarity	0.6995	NPC167546
Remote Similarity	0.6989	NPC470739
Remote Similarity	0.6989	NPC477640
Remote Similarity	0.6989	NPC225597
Remote Similarity	0.6984	NPC27887
Remote Similarity	0.6983	NPC76079
Remote Similarity	0.6971	NPC16107
Remote Similarity	0.6971	NPC210437
Remote Similarity	0.6971	NPC106295
Remote Similarity	0.6971	NPC476144
Remote Similarity	0.6971	NPC51957
Remote Similarity	0.6966	NPC476580
Remote Similarity	0.6963	NPC156576
Remote Similarity	0.6957	NPC219341
Remote Similarity	0.6954	NPC130926
Remote Similarity	0.6954	NPC185838
Remote Similarity	0.694	NPC233650
Remote Similarity	0.6939	NPC149962
Remote Similarity	0.6935	NPC164608
Remote Similarity	0.6932	NPC428
Remote Similarity	0.6932	NPC147390
Remote Similarity	0.6932	NPC37144
Remote Similarity	0.6932	NPC476571
Remote Similarity	0.6932	NPC7467
Remote Similarity	0.6932	NPC135538
Remote Similarity	0.6932	NPC24233
Remote Similarity	0.6932	NPC246587
Remote Similarity	0.6932	NPC59907
Remote Similarity	0.6919	NPC298979
Remote Similarity	0.6919	NPC210918
Remote Similarity	0.6915	NPC49353
Remote Similarity	0.6915	NPC304675
Remote Similarity	0.6911	NPC116284
Remote Similarity	0.6911	NPC248642
Remote Similarity	0.6904	NPC144314
Remote Similarity	0.6902	NPC134858
Remote Similarity	0.6898	NPC65403
Remote Similarity	0.6897	NPC244338
Remote Similarity	0.6895	NPC126284
Remote Similarity	0.6895	NPC267408
Remote Similarity	0.6893	NPC219162
Remote Similarity	0.6885	NPC24954
Remote Similarity	0.6884	NPC242728
Remote Similarity	0.6878	NPC237044
Remote Similarity	0.6875	NPC191376
Remote Similarity	0.6875	NPC476151
Remote Similarity	0.6875	NPC179825
Remote Similarity	0.6875	NPC321505
Remote Similarity	0.6869	NPC50548
Remote Similarity	0.6869	NPC46744
Remote Similarity	0.6869	NPC73020
Remote Similarity	0.6869	NPC14622
Remote Similarity	0.6869	NPC70290
Remote Similarity	0.6869	NPC215098
Remote Similarity	0.6869	NPC124302
Remote Similarity	0.6865	NPC304659
Remote Similarity	0.6865	NPC86144
Remote Similarity	0.6857	NPC145304
Remote Similarity	0.6851	NPC57512
Remote Similarity	0.6848	NPC475393
Remote Similarity	0.6848	NPC189470
Remote Similarity	0.6848	NPC218614
Remote Similarity	0.6848	NPC320104
Remote Similarity	0.6845	NPC75958
Remote Similarity	0.6845	NPC311991
Remote Similarity	0.6845	NPC118419
Remote Similarity	0.6842	NPC148693
Remote Similarity	0.6842	NPC474325
Remote Similarity	0.6842	NPC294790
Remote Similarity	0.6842	NPC118633
Remote Similarity	0.6836	NPC130941
Remote Similarity	0.6834	NPC123859
Remote Similarity	0.6828	NPC100566
Remote Similarity	0.6828	NPC190332
Remote Similarity	0.6828	NPC150879
Remote Similarity	0.6828	NPC181653
Remote Similarity	0.6828	NPC210140
Remote Similarity	0.6821	NPC281581
Remote Similarity	0.6818	NPC24228
Remote Similarity	0.6809	NPC303581
Remote Similarity	0.6809	NPC67978
Remote Similarity	0.6809	NPC149090

Drug Structure

NPD3885 OpenBabel08211704332D 27 30 0 0 0 0 0 0 0 0999 V2000 2.6831 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.4773 -0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.3434 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.6113 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.4773 1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4152 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2812 -0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2812 1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1472 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 -0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5491 -0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8793 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.3434 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.6113 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0132 1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.2094 -0.1910 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.4152 0.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.1472 1.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.0132 2.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.7453 1.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.6180 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 6 2 0 0 0 0 1 15 1 0 0 0 0 2 4 1 0 0 0 0 2 16 2 0 0 0 0 3 5 2 0 0 0 0 3 16 1 0 0 0 0 4 17 2 0 0 0 0 5 17 1 0 0 0 0 6 18 1 0 0 0 0 7 9 1 0 0 0 0 7 22 1 0 0 0 0 8 10 1 0 0 0 0 8 22 1 0 0 0 0 9 23 1 0 0 0 0 10 23 1 0 0 0 0 11 15 2 0 0 0 0 11 19 1 0 0 0 0 12 15 1 0 0 0 0 12 22 1 0 0 0 0 13 20 1 0 0 0 0 13 25 1 0 0 0 0 14 26 1 0 0 0 0 14 27 1 0 0 0 0 16 21 1 0 0 0 0 17 25 1 0 0 0 0 18 19 2 0 0 0 0 18 26 1 0 0 0 0 19 27 1 0 0 0 0 20 23 1 0 0 0 0 20 24 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	388.12
ALogP	-0.4779
MLogP	2.89
XLogP	2.719
HDA	3
HBD	0
Rotatable Bonds	7
TPSA	51.24
RO5 Violation	0