NPASS drugs

Drug Information

Drug ID:	NPD3435
Drug Name:	darodipine
Molecular Formula:	C19H21N3O5
Canonical SMILES:	CCOC(=O)C1=C(C)NC(=C(C1c1cccc2c1non2)C(=O)OCC)C
Standard InCHI:	InChI=1S/C19H21N3O5/c1-5-25-18(23)14-10(3)20-11(4)15(19(24)26-6-2)16(14)12-8-7-9-13-17(12)22-27-21-13/h7-9,16,20H,5-6H2,1-4H3
Standard InCHIKey:	QERUYFVNIOLCHV-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3435

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	222
0.1-0.2	1105
0.2-0.3	4927
0.3-0.4	13188
0.4-0.5	8956
0.5-0.6	2132
0.6-0.7	345
0.7-0.8	14
0.8-0.85	1
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	0.8098	NPC190945
Intermediate Similarity	0.7529	NPC63370
Intermediate Similarity	0.7529	NPC36836
Intermediate Similarity	0.7435	NPC19692
Intermediate Similarity	0.7435	NPC220151
Intermediate Similarity	0.7216	NPC245916
Intermediate Similarity	0.7083	NPC63199
Intermediate Similarity	0.7083	NPC102338
Intermediate Similarity	0.7083	NPC111602
Intermediate Similarity	0.7083	NPC196251
Intermediate Similarity	0.7071	NPC128265
Intermediate Similarity	0.7071	NPC199851
Intermediate Similarity	0.7071	NPC254240
Intermediate Similarity	0.7071	NPC294909
Intermediate Similarity	0.7071	NPC312870
Remote Similarity	0.6908	NPC234078
Remote Similarity	0.6908	NPC221100
Remote Similarity	0.6897	NPC313345
Remote Similarity	0.6897	NPC314855
Remote Similarity	0.6897	NPC315638
Remote Similarity	0.6897	NPC313796
Remote Similarity	0.6869	NPC472293
Remote Similarity	0.6863	NPC314297
Remote Similarity	0.6863	NPC315545
Remote Similarity	0.685	NPC472297
Remote Similarity	0.685	NPC472296
Remote Similarity	0.6845	NPC314834
Remote Similarity	0.6814	NPC238457
Remote Similarity	0.6809	NPC191310
Remote Similarity	0.6804	NPC160381
Remote Similarity	0.6802	NPC472292
Remote Similarity	0.6802	NPC55493
Remote Similarity	0.6802	NPC472113
Remote Similarity	0.6789	NPC186669
Remote Similarity	0.6765	NPC314648
Remote Similarity	0.6765	NPC132539
Remote Similarity	0.6735	NPC175474
Remote Similarity	0.673	NPC312645
Remote Similarity	0.6721	NPC123241
Remote Similarity	0.6719	NPC469896
Remote Similarity	0.6714	NPC477979
Remote Similarity	0.6702	NPC234987
Remote Similarity	0.6701	NPC472112
Remote Similarity	0.6699	NPC474905
Remote Similarity	0.6698	NPC82070
Remote Similarity	0.6684	NPC469726
Remote Similarity	0.6684	NPC329338
Remote Similarity	0.6683	NPC269886
Remote Similarity	0.6683	NPC247735
Remote Similarity	0.6683	NPC472210
Remote Similarity	0.6683	NPC81802
Remote Similarity	0.6683	NPC472295
Remote Similarity	0.665	NPC474121
Remote Similarity	0.6649	NPC474058
Remote Similarity	0.6633	NPC66210
Remote Similarity	0.6622	NPC57453
Remote Similarity	0.6619	NPC118940
Remote Similarity	0.6617	NPC102592
Remote Similarity	0.6617	NPC79356
Remote Similarity	0.6615	NPC472119
Remote Similarity	0.6613	NPC293458
Remote Similarity	0.6595	NPC193410
Remote Similarity	0.6589	NPC52254
Remote Similarity	0.6588	NPC472291
Remote Similarity	0.6588	NPC89508
Remote Similarity	0.6584	NPC141454
Remote Similarity	0.658	NPC6974
Remote Similarity	0.6578	NPC8104
Remote Similarity	0.6562	NPC264482
Remote Similarity	0.6562	NPC203202
Remote Similarity	0.6561	NPC224970
Remote Similarity	0.6561	NPC167724
Remote Similarity	0.6561	NPC223595
Remote Similarity	0.6559	NPC248117
Remote Similarity	0.6553	NPC476115
Remote Similarity	0.6553	NPC165599
Remote Similarity	0.6552	NPC67288
Remote Similarity	0.6548	NPC90415
Remote Similarity	0.6544	NPC475271
Remote Similarity	0.6541	NPC61013
Remote Similarity	0.6533	NPC314333
Remote Similarity	0.6531	NPC97584
Remote Similarity	0.6531	NPC258480
Remote Similarity	0.6528	NPC14325
Remote Similarity	0.6528	NPC28848
Remote Similarity	0.6526	NPC476114
Remote Similarity	0.6522	NPC161827
Remote Similarity	0.652	NPC241024
Remote Similarity	0.6515	NPC472323
Remote Similarity	0.6514	NPC21638
Remote Similarity	0.6513	NPC113626
Remote Similarity	0.6508	NPC470509
Remote Similarity	0.6495	NPC219336
Remote Similarity	0.6495	NPC218594
Remote Similarity	0.6495	NPC99043
Remote Similarity	0.6488	NPC214428
Remote Similarity	0.6481	NPC472099
Remote Similarity	0.648	NPC143533
Remote Similarity	0.648	NPC243058
Remote Similarity	0.6477	NPC84347
Remote Similarity	0.6471	NPC52557
Remote Similarity	0.6465	NPC62749
Remote Similarity	0.6459	NPC244741
Remote Similarity	0.6458	NPC21752
Remote Similarity	0.6458	NPC181138
Remote Similarity	0.6458	NPC210415
Remote Similarity	0.6458	NPC276993
Remote Similarity	0.6458	NPC298851
Remote Similarity	0.6458	NPC293255
Remote Similarity	0.6449	NPC148183
Remote Similarity	0.6449	NPC152768
Remote Similarity	0.6445	NPC123839
Remote Similarity	0.6443	NPC183662
Remote Similarity	0.6443	NPC217372
Remote Similarity	0.6443	NPC15573
Remote Similarity	0.6429	NPC71037
Remote Similarity	0.6425	NPC474116
Remote Similarity	0.6425	NPC162730
Remote Similarity	0.6418	NPC472097
Remote Similarity	0.6417	NPC263709
Remote Similarity	0.6417	NPC243673
Remote Similarity	0.6417	NPC97380
Remote Similarity	0.6417	NPC148468
Remote Similarity	0.6417	NPC63210
Remote Similarity	0.6417	NPC310403
Remote Similarity	0.6414	NPC282103
Remote Similarity	0.6414	NPC79062
Remote Similarity	0.6414	NPC472107
Remote Similarity	0.6411	NPC277350
Remote Similarity	0.6408	NPC81654
Remote Similarity	0.6408	NPC195461
Remote Similarity	0.6408	NPC79129
Remote Similarity	0.6408	NPC249150
Remote Similarity	0.6408	NPC313985
Remote Similarity	0.6408	NPC49196
Remote Similarity	0.64	NPC221873
Remote Similarity	0.64	NPC61435
Remote Similarity	0.6398	NPC284102
Remote Similarity	0.6396	NPC159963
Remote Similarity	0.6378	NPC15840
Remote Similarity	0.6373	NPC472116
Remote Similarity	0.6368	NPC329858
Remote Similarity	0.6364	NPC203635
Remote Similarity	0.6364	NPC471742
Remote Similarity	0.6351	NPC266249
Remote Similarity	0.635	NPC14994
Remote Similarity	0.6337	NPC138370
Remote Similarity	0.6335	NPC472762
Remote Similarity	0.6332	NPC473189
Remote Similarity	0.6332	NPC280290
Remote Similarity	0.6327	NPC256268
Remote Similarity	0.6324	NPC202812
Remote Similarity	0.6311	NPC50503
Remote Similarity	0.6308	NPC151635
Remote Similarity	0.6308	NPC244856
Remote Similarity	0.6301	NPC280799
Remote Similarity	0.63	NPC311858
Remote Similarity	0.63	NPC235684
Remote Similarity	0.6298	NPC471944
Remote Similarity	0.6296	NPC36405
Remote Similarity	0.6294	NPC91179
Remote Similarity	0.6286	NPC185742
Remote Similarity	0.6286	NPC475847
Remote Similarity	0.6283	NPC52059
Remote Similarity	0.6283	NPC470069
Remote Similarity	0.6282	NPC473800
Remote Similarity	0.6279	NPC236424
Remote Similarity	0.6279	NPC306644
Remote Similarity	0.6277	NPC153694
Remote Similarity	0.6277	NPC211525
Remote Similarity	0.6276	NPC84827
Remote Similarity	0.6276	NPC219848
Remote Similarity	0.6276	NPC145885
Remote Similarity	0.6276	NPC14113
Remote Similarity	0.6263	NPC472121
Remote Similarity	0.6257	NPC473297
Remote Similarity	0.6256	NPC300156
Remote Similarity	0.6256	NPC25401
Remote Similarity	0.625	NPC274842
Remote Similarity	0.6244	NPC213468
Remote Similarity	0.6243	NPC36495
Remote Similarity	0.6239	NPC174788
Remote Similarity	0.6237	NPC6982
Remote Similarity	0.6233	NPC473493
Remote Similarity	0.6233	NPC264176
Remote Similarity	0.6232	NPC306376
Remote Similarity	0.6231	NPC472104
Remote Similarity	0.623	NPC271797
Remote Similarity	0.623	NPC21174
Remote Similarity	0.6227	NPC2395
Remote Similarity	0.6226	NPC4687
Remote Similarity	0.6224	NPC267885
Remote Similarity	0.6224	NPC56618
Remote Similarity	0.6223	NPC285469
Remote Similarity	0.6219	NPC194040
Remote Similarity	0.6218	NPC78020
Remote Similarity	0.6215	NPC475165
Remote Similarity	0.6209	NPC282578
Remote Similarity	0.6204	NPC31700
Remote Similarity	0.6202	NPC192674

Drug Structure

NPD3435 OpenBabel08211703112D 28 30 0 0 1 0 0 0 0 0999 V2000 -1.1636 1.8555 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5160 -3.9510 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5160 1.8555 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1922 -1.0478 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0017 2.3393 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6779 -3.4671 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1636 -2.9832 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0017 -2.4994 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3256 -2.4994 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5160 0.8877 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3541 -0.5639 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0017 -1.5316 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3256 -1.5316 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6779 0.4039 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5160 -1.0478 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6779 -0.5639 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.1636 -1.0478 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8398 0.8877 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5160 -2.0155 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3541 0.4039 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.3936 -0.8841 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.9624 -0.1012 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.0017 0.4039 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.3541 -2.4994 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8398 1.8555 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.6779 -2.4994 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 -6.1922 0.8877 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 10 1 0 0 0 0 4 11 1 0 0 0 0 5 25 1 0 0 0 0 6 26 1 0 0 0 0 7 8 1 0 0 0 0 7 9 2 0 0 0 0 8 12 2 0 0 0 0 9 13 1 0 0 0 0 10 14 2 0 0 0 0 10 20 1 0 0 0 0 11 15 2 0 0 0 0 11 20 1 0 0 0 0 12 16 1 0 0 0 0 12 17 1 0 0 0 0 13 17 1 0 0 0 0 13 21 2 0 0 0 0 14 16 1 0 0 0 0 14 18 1 0 0 0 0 15 16 1 0 0 0 0 15 19 1 0 0 0 0 17 22 2 0 0 0 0 18 23 2 0 0 0 0 18 25 1 0 0 0 0 19 24 2 0 0 0 0 19 26 1 0 0 0 0 20 28 1 0 0 0 0 21 27 1 0 0 0 0 22 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009943
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	371.15
ALogP	0.5445
MLogP	2.67
XLogP	3.666
HDA	5
HBD	1
Rotatable Bonds	11
TPSA	103.55
RO5 Violation	0