NPASS drugs

Drug Information

Drug ID:	NPD2863
Drug Name:	Felodipine
Molecular Formula:	C18H19Cl2NO4
Canonical SMILES:	CCOC(=O)C1=C(C)NC(=C(C1c1cccc(c1Cl)Cl)C(=O)OC)C
Standard InCHI:	InChI=1S/C18H19Cl2NO4/c1-5-25-18(23)14-10(3)21-9(2)13(17(22)24-4)15(14)11-7-6-8-12(19)16(11)20/h6-8,15,21H,5H2,1-4H3
Standard InCHIKey:	RZTAMFZIAATZDJ-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD2863

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	879
0.2-0.3	2584
0.3-0.4	8090
0.4-0.5	15951
0.5-0.6	3192
0.6-0.7	79
0.7-0.8	0
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
Remote Similarity	0.6883	NPC190945
Remote Similarity	0.6667	NPC63370
Remote Similarity	0.6667	NPC36836
Remote Similarity	0.6533	NPC473247
Remote Similarity	0.6419	NPC472165
Remote Similarity	0.6403	NPC313981
Remote Similarity	0.6389	NPC64340
Remote Similarity	0.6301	NPC243059
Remote Similarity	0.6301	NPC474223
Remote Similarity	0.6301	NPC280827
Remote Similarity	0.6301	NPC475827
Remote Similarity	0.6284	NPC475692
Remote Similarity	0.6259	NPC40178
Remote Similarity	0.6242	NPC475691
Remote Similarity	0.6241	NPC474689
Remote Similarity	0.6241	NPC270654
Remote Similarity	0.6241	NPC82899
Remote Similarity	0.6241	NPC270699
Remote Similarity	0.6224	NPC210092
Remote Similarity	0.6224	NPC472164
Remote Similarity	0.6214	NPC214067
Remote Similarity	0.6214	NPC196246
Remote Similarity	0.6207	NPC152812
Remote Similarity	0.6197	NPC128368
Remote Similarity	0.6194	NPC76453
Remote Similarity	0.619	NPC473367
Remote Similarity	0.619	NPC474222
Remote Similarity	0.619	NPC475804
Remote Similarity	0.6187	NPC47536
Remote Similarity	0.6187	NPC20485
Remote Similarity	0.6183	NPC77273
Remote Similarity	0.6174	NPC474254
Remote Similarity	0.6174	NPC474159
Remote Similarity	0.617	NPC1082
Remote Similarity	0.617	NPC305912
Remote Similarity	0.617	NPC323007
Remote Similarity	0.6169	NPC30390
Remote Similarity	0.6148	NPC146351
Remote Similarity	0.6143	NPC182549
Remote Similarity	0.6143	NPC10251
Remote Similarity	0.6143	NPC17417
Remote Similarity	0.6143	NPC114741
Remote Similarity	0.6143	NPC469636
Remote Similarity	0.6138	NPC190298
Remote Similarity	0.6136	NPC23453
Remote Similarity	0.6131	NPC474365
Remote Similarity	0.6131	NPC301943
Remote Similarity	0.6115	NPC477251
Remote Similarity	0.6111	NPC113099
Remote Similarity	0.6099	NPC251854
Remote Similarity	0.6099	NPC93084
Remote Similarity	0.6074	NPC78701
Remote Similarity	0.6074	NPC35448
Remote Similarity	0.6074	NPC225060
Remote Similarity	0.6074	NPC179411
Remote Similarity	0.6071	NPC56493
Remote Similarity	0.6067	NPC474283
Remote Similarity	0.6056	NPC167504
Remote Similarity	0.6056	NPC474157
Remote Similarity	0.6056	NPC210089
Remote Similarity	0.6053	NPC470818
Remote Similarity	0.6047	NPC96625
Remote Similarity	0.6043	NPC269457
Remote Similarity	0.6042	NPC307651
Remote Similarity	0.6042	NPC153053
Remote Similarity	0.6031	NPC240108
Remote Similarity	0.6031	NPC213156
Remote Similarity	0.6026	NPC469742
Remote Similarity	0.6014	NPC291426
Remote Similarity	0.6014	NPC204784
Remote Similarity	0.6013	NPC473423
Remote Similarity	0.6	NPC119271
Remote Similarity	0.6	NPC325499
Remote Similarity	0.6	NPC160493
Remote Similarity	0.6	NPC249912
Remote Similarity	0.6	NPC51174
Remote Similarity	0.6	NPC306740
Remote Similarity	0.6	NPC92754
Remote Similarity	0.6	NPC276775
Remote Similarity	0.5987	NPC66643
Remote Similarity	0.5986	NPC158854
Remote Similarity	0.5986	NPC174099
Remote Similarity	0.5985	NPC42211
Remote Similarity	0.5976	NPC282294
Remote Similarity	0.5974	NPC103605
Remote Similarity	0.5974	NPC81092
Remote Similarity	0.5973	NPC80150
Remote Similarity	0.5973	NPC473243
Remote Similarity	0.5971	NPC324786
Remote Similarity	0.5963	NPC86087
Remote Similarity	0.5962	NPC60825
Remote Similarity	0.5962	NPC291419
Remote Similarity	0.596	NPC472703
Remote Similarity	0.5959	NPC100353
Remote Similarity	0.5957	NPC475465
Remote Similarity	0.5957	NPC472314
Remote Similarity	0.5955	NPC186669
Remote Similarity	0.5954	NPC220893
Remote Similarity	0.5954	NPC9822
Remote Similarity	0.5951	NPC182475
Remote Similarity	0.5949	NPC470441
Remote Similarity	0.5942	NPC474112
Remote Similarity	0.5933	NPC50872
Remote Similarity	0.593	NPC472623
Remote Similarity	0.5929	NPC209632
Remote Similarity	0.5921	NPC12881
Remote Similarity	0.5921	NPC472704
Remote Similarity	0.5921	NPC140118
Remote Similarity	0.5915	NPC83628
Remote Similarity	0.5915	NPC281604
Remote Similarity	0.5915	NPC265407
Remote Similarity	0.5912	NPC325497
Remote Similarity	0.5912	NPC118343
Remote Similarity	0.5909	NPC84288
Remote Similarity	0.5906	NPC476096
Remote Similarity	0.5903	NPC79496
Remote Similarity	0.5903	NPC321852
Remote Similarity	0.5899	NPC60679
Remote Similarity	0.5894	NPC26285
Remote Similarity	0.5891	NPC294134
Remote Similarity	0.5891	NPC53299
Remote Similarity	0.5882	NPC226041
Remote Similarity	0.5875	NPC281104
Remote Similarity	0.5874	NPC216122
Remote Similarity	0.5871	NPC195224
Remote Similarity	0.5871	NPC122235
Remote Similarity	0.587	NPC70624
Remote Similarity	0.5867	NPC190663
Remote Similarity	0.5862	NPC272524
Remote Similarity	0.586	NPC17567
Remote Similarity	0.586	NPC475478
Remote Similarity	0.586	NPC319995
Remote Similarity	0.586	NPC289415
Remote Similarity	0.5859	NPC270507
Remote Similarity	0.5857	NPC269644
Remote Similarity	0.5857	NPC114594
Remote Similarity	0.5857	NPC31786
Remote Similarity	0.5855	NPC223351
Remote Similarity	0.5852	NPC130398
Remote Similarity	0.585	NPC149691
Remote Similarity	0.585	NPC471616
Remote Similarity	0.5849	NPC322503
Remote Similarity	0.5849	NPC470143
Remote Similarity	0.5848	NPC123241
Remote Similarity	0.5844	NPC473082
Remote Similarity	0.5844	NPC100402
Remote Similarity	0.5844	NPC9180
Remote Similarity	0.5839	NPC145052
Remote Similarity	0.5833	NPC260818
Remote Similarity	0.5833	NPC69496
Remote Similarity	0.5833	NPC173443
Remote Similarity	0.5833	NPC243355
Remote Similarity	0.5833	NPC225103
Remote Similarity	0.5827	NPC303245
Remote Similarity	0.5823	NPC475569
Remote Similarity	0.5822	NPC87069
Remote Similarity	0.5822	NPC308744
Remote Similarity	0.5819	NPC470081
Remote Similarity	0.5817	NPC8990
Remote Similarity	0.5817	NPC473881
Remote Similarity	0.5817	NPC226794
Remote Similarity	0.5817	NPC228739
Remote Similarity	0.5817	NPC471466
Remote Similarity	0.5817	NPC138798
Remote Similarity	0.5817	NPC477362
Remote Similarity	0.5816	NPC474910
Remote Similarity	0.5811	NPC470820
Remote Similarity	0.5806	NPC472706
Remote Similarity	0.5804	NPC99846
Remote Similarity	0.5804	NPC269023
Remote Similarity	0.5804	NPC475282
Remote Similarity	0.5804	NPC474364
Remote Similarity	0.5802	NPC89377
Remote Similarity	0.5797	NPC221825
Remote Similarity	0.5797	NPC7435
Remote Similarity	0.5797	NPC203925
Remote Similarity	0.5796	NPC475671
Remote Similarity	0.5796	NPC147561
Remote Similarity	0.5796	NPC473443
Remote Similarity	0.5796	NPC475452
Remote Similarity	0.5796	NPC472388
Remote Similarity	0.5795	NPC298401
Remote Similarity	0.5793	NPC280789
Remote Similarity	0.5789	NPC291027
Remote Similarity	0.5789	NPC317474
Remote Similarity	0.5789	NPC84281
Remote Similarity	0.5789	NPC213126
Remote Similarity	0.5789	NPC169485
Remote Similarity	0.5786	NPC15850
Remote Similarity	0.5786	NPC323379
Remote Similarity	0.5786	NPC89886
Remote Similarity	0.5786	NPC273984
Remote Similarity	0.5786	NPC327204
Remote Similarity	0.5786	NPC234305
Remote Similarity	0.5783	NPC473541
Remote Similarity	0.5782	NPC474685
Remote Similarity	0.5782	NPC228936
Remote Similarity	0.5782	NPC474408
Remote Similarity	0.5782	NPC471318
Remote Similarity	0.5781	NPC103387

Drug Structure

NPD2863 OpenBabel08211702562D 26 27 0 0 1 0 0 0 0 0999 V2000 0.8351 3.3750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8351 -2.4107 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5053 0.4821 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6702 -2.8929 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6702 2.8929 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5053 2.4107 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6702 1.9286 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3404 1.9286 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8351 -1.4464 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6702 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6702 0.9643 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3404 0.9643 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.9643 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8351 0.4821 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.5053 0.4821 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8351 -1.4464 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8351 1.4464 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1755 0.4821 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -2.5053 -0.4821 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1.6702 -0.9643 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6702 -0.9643 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.9286 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8351 -2.4107 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6702 1.9286 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5053 -1.4464 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 9 1 0 0 0 0 3 10 1 0 0 0 0 4 24 1 0 0 0 0 5 25 1 0 0 0 0 6 7 2 0 0 0 0 6 8 1 0 0 0 0 7 11 1 0 0 0 0 8 12 2 0 0 0 0 9 13 2 0 0 0 0 9 21 1 0 0 0 0 10 14 2 0 0 0 0 10 21 1 0 0 0 0 11 15 1 0 0 0 0 11 16 2 0 0 0 0 12 16 1 0 0 0 0 12 19 1 0 0 0 0 13 15 1 0 0 0 0 13 17 1 0 0 0 0 14 15 1 0 0 0 0 14 18 1 0 0 0 0 16 20 1 0 0 0 0 17 22 2 0 0 0 0 17 24 1 0 0 0 0 18 23 2 0 0 0 0 18 25 1 0 0 0 0 21 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000487
DrugBank	DB01023
ChEMBL	CHEMBL1480
IUPHAR/BPS	4190
PharmaGKB	PA449591
KEGG Drug	D00319
PubChem CID	3333
ChEBI	585948
CAS Number	72509-76-3

Drug Properties

Molecular Weight	383.07
ALogP	1.9368
MLogP	2.67
XLogP	4.427
HDA	5
HBD	1
Rotatable Bonds	12
TPSA	64.63
RO5 Violation	0