NPASS drugs

Drug Information

Drug ID:	NPD6758
Drug Name:	Cilnidipine
Molecular Formula:	C27H28N2O7
Canonical SMILES:	COCCOC(=O)C1=C(C)NC(=C(C1c1cccc(c1)N(=O)=O)C(=O)OC/C=C/c1ccccc1)C
Standard InCHI:	InChI=1S/C27H28N2O7/c1-18-23(26(30)35-14-8-11-20-9-5-4-6-10-20)25(21-12-7-13-22(17-21)29(32)33)24(19(2)28-18)27(31)36-16-15-34-3/h4-13,17,25,28H,14-16H2,1-3H3/b11-8+
Standard InCHIKey:	KJEBULYHNRNJTE-DHZHZOJOSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD6758

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	143
0.1-0.2	836
0.2-0.3	2750
0.3-0.4	7707
0.4-0.5	15615
0.5-0.6	3656
0.6-0.7	178
0.7-0.8	2
0.8-0.85	0
0.85-0.9	1
0.9-0.95	2
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
High Similarity	0.9247	NPC63370
High Similarity	0.9247	NPC36836
High Similarity	0.8951	NPC190945
Intermediate Similarity	0.7484	NPC282578
Intermediate Similarity	0.7267	NPC314473
Remote Similarity	0.6954	NPC186669
Remote Similarity	0.6886	NPC123241
Remote Similarity	0.6839	NPC329338
Remote Similarity	0.6839	NPC469726
Remote Similarity	0.6797	NPC122235
Remote Similarity	0.6772	NPC159722
Remote Similarity	0.6765	NPC293458
Remote Similarity	0.6755	NPC226794
Remote Similarity	0.6746	NPC193410
Remote Similarity	0.673	NPC319645
Remote Similarity	0.6723	NPC6974
Remote Similarity	0.6706	NPC248117
Remote Similarity	0.6705	NPC203202
Remote Similarity	0.6705	NPC223595
Remote Similarity	0.6705	NPC167724
Remote Similarity	0.6705	NPC264482
Remote Similarity	0.6705	NPC224970
Remote Similarity	0.6686	NPC61013
Remote Similarity	0.6667	NPC97584
Remote Similarity	0.663	NPC49184
Remote Similarity	0.6629	NPC99043
Remote Similarity	0.6629	NPC218594
Remote Similarity	0.6608	NPC474058
Remote Similarity	0.6601	NPC472165
Remote Similarity	0.6581	NPC101372
Remote Similarity	0.6541	NPC173295
Remote Similarity	0.6522	NPC316405
Remote Similarity	0.6519	NPC159963
Remote Similarity	0.6494	NPC474926
Remote Similarity	0.6467	NPC14994
Remote Similarity	0.6452	NPC314278
Remote Similarity	0.6419	NPC472164
Remote Similarity	0.6404	NPC307640
Remote Similarity	0.6382	NPC280827
Remote Similarity	0.6382	NPC179605
Remote Similarity	0.6382	NPC279385
Remote Similarity	0.6382	NPC243059
Remote Similarity	0.6374	NPC114808
Remote Similarity	0.6369	NPC242000
Remote Similarity	0.6364	NPC308197
Remote Similarity	0.6364	NPC25401
Remote Similarity	0.6358	NPC229353
Remote Similarity	0.6358	NPC36495
Remote Similarity	0.6349	NPC476212
Remote Similarity	0.6349	NPC476129
Remote Similarity	0.6349	NPC476207
Remote Similarity	0.6349	NPC476205
Remote Similarity	0.6349	NPC476206
Remote Similarity	0.6349	NPC259791
Remote Similarity	0.6349	NPC476257
Remote Similarity	0.6349	NPC476256
Remote Similarity	0.6347	NPC473541
Remote Similarity	0.634	NPC103292
Remote Similarity	0.6331	NPC473329
Remote Similarity	0.6328	NPC470971
Remote Similarity	0.6323	NPC192533
Remote Similarity	0.6316	NPC476218
Remote Similarity	0.6316	NPC108804
Remote Similarity	0.6313	NPC276993
Remote Similarity	0.6313	NPC293255
Remote Similarity	0.6313	NPC181138
Remote Similarity	0.6313	NPC298851
Remote Similarity	0.6313	NPC210415
Remote Similarity	0.6313	NPC21752
Remote Similarity	0.6303	NPC475128
Remote Similarity	0.6299	NPC39818
Remote Similarity	0.6281	NPC61731
Remote Similarity	0.6281	NPC186569
Remote Similarity	0.6279	NPC161827
Remote Similarity	0.6266	NPC81092
Remote Similarity	0.6266	NPC103605
Remote Similarity	0.6263	NPC220151
Remote Similarity	0.6263	NPC198205
Remote Similarity	0.6263	NPC21483
Remote Similarity	0.6263	NPC19692
Remote Similarity	0.6258	NPC287358
Remote Similarity	0.6257	NPC477998
Remote Similarity	0.625	NPC292143
Remote Similarity	0.625	NPC311054
Remote Similarity	0.625	NPC139506
Remote Similarity	0.625	NPC112752
Remote Similarity	0.625	NPC64340
Remote Similarity	0.625	NPC470579
Remote Similarity	0.623	NPC283810
Remote Similarity	0.6229	NPC201424
Remote Similarity	0.6226	NPC194562
Remote Similarity	0.6224	NPC38961
Remote Similarity	0.6222	NPC191310
Remote Similarity	0.6222	NPC177261
Remote Similarity	0.6219	NPC124658
Remote Similarity	0.6219	NPC227361
Remote Similarity	0.6216	NPC471742
Remote Similarity	0.6199	NPC314223
Remote Similarity	0.6198	NPC198390
Remote Similarity	0.6196	NPC288305
Remote Similarity	0.6194	NPC268534
Remote Similarity	0.6193	NPC253667
Remote Similarity	0.6193	NPC176983
Remote Similarity	0.6193	NPC99632
Remote Similarity	0.6193	NPC282339
Remote Similarity	0.6193	NPC35510
Remote Similarity	0.619	NPC472242
Remote Similarity	0.619	NPC477556
Remote Similarity	0.619	NPC260194
Remote Similarity	0.6188	NPC316746
Remote Similarity	0.6185	NPC473297
Remote Similarity	0.618	NPC182131
Remote Similarity	0.618	NPC314861
Remote Similarity	0.6173	NPC253476
Remote Similarity	0.6171	NPC263709
Remote Similarity	0.6171	NPC148468
Remote Similarity	0.6171	NPC243673
Remote Similarity	0.6171	NPC97380
Remote Similarity	0.6171	NPC63210
Remote Similarity	0.6171	NPC310403
Remote Similarity	0.6169	NPC130931
Remote Similarity	0.6162	NPC470317
Remote Similarity	0.6162	NPC474905
Remote Similarity	0.6158	NPC189116
Remote Similarity	0.6154	NPC136573
Remote Similarity	0.6154	NPC176371
Remote Similarity	0.615	NPC25961
Remote Similarity	0.6146	NPC256422
Remote Similarity	0.6134	NPC107828
Remote Similarity	0.6134	NPC90358
Remote Similarity	0.6129	NPC257490
Remote Similarity	0.6127	NPC323726
Remote Similarity	0.6122	NPC475223
Remote Similarity	0.6118	NPC94602
Remote Similarity	0.6107	NPC474689
Remote Similarity	0.6102	NPC472121
Remote Similarity	0.6102	NPC286871
Remote Similarity	0.6101	NPC72473
Remote Similarity	0.6101	NPC307437
Remote Similarity	0.6101	NPC58827
Remote Similarity	0.61	NPC85661
Remote Similarity	0.6091	NPC475448
Remote Similarity	0.6091	NPC246983
Remote Similarity	0.6076	NPC470343
Remote Similarity	0.6076	NPC472244
Remote Similarity	0.6074	NPC474473
Remote Similarity	0.6065	NPC150323
Remote Similarity	0.6062	NPC245916
Remote Similarity	0.6062	NPC209389
Remote Similarity	0.6061	NPC87714
Remote Similarity	0.6059	NPC478039
Remote Similarity	0.6057	NPC469536
Remote Similarity	0.6054	NPC172170
Remote Similarity	0.6053	NPC5630
Remote Similarity	0.6053	NPC473298
Remote Similarity	0.6053	NPC313293
Remote Similarity	0.605	NPC46679
Remote Similarity	0.6048	NPC43477
Remote Similarity	0.6034	NPC52059
Remote Similarity	0.6034	NPC470069
Remote Similarity	0.6032	NPC181928
Remote Similarity	0.6031	NPC470021
Remote Similarity	0.6027	NPC269457
Remote Similarity	0.6025	NPC477432
Remote Similarity	0.6024	NPC181527
Remote Similarity	0.6023	NPC211525
Remote Similarity	0.6023	NPC153694
Remote Similarity	0.6022	NPC472163
Remote Similarity	0.6021	NPC22476
Remote Similarity	0.6021	NPC203628
Remote Similarity	0.602	NPC171882
Remote Similarity	0.602	NPC121510
Remote Similarity	0.6013	NPC469742
Remote Similarity	0.6012	NPC472241
Remote Similarity	0.6011	NPC13367
Remote Similarity	0.6011	NPC52262
Remote Similarity	0.601	NPC476115
Remote Similarity	0.6	NPC291962
Remote Similarity	0.6	NPC279527
Remote Similarity	0.6	NPC226143
Remote Similarity	0.6	NPC214960
Remote Similarity	0.6	NPC177684
Remote Similarity	0.6	NPC473423
Remote Similarity	0.5989	NPC469671
Remote Similarity	0.5989	NPC126676
Remote Similarity	0.5989	NPC477159
Remote Similarity	0.5988	NPC300596
Remote Similarity	0.5988	NPC231382
Remote Similarity	0.5988	NPC242933
Remote Similarity	0.5988	NPC237649
Remote Similarity	0.5986	NPC270654
Remote Similarity	0.5986	NPC473498
Remote Similarity	0.5979	NPC470023
Remote Similarity	0.5975	NPC325013
Remote Similarity	0.5975	NPC205946
Remote Similarity	0.5974	NPC152812
Remote Similarity	0.5969	NPC474059
Remote Similarity	0.5968	NPC85613
Remote Similarity	0.5968	NPC475685
Remote Similarity	0.5966	NPC29285

Drug Structure

NPD6758 OpenBabel08211710072D 37 39 0 0 1 0 0 0 0 0999 V2000 -0.8660 2.5000 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 -2.5981 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 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 2.5981 -1.5000 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 -0.8660 -3.5000 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 -0.0000 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 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -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 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 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 0.8660 1.5000 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 -1.7321 1.0000 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 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 18 1 0 0 0 0 2 19 1 0 0 0 0 3 34 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 9 1 0 0 0 0 6 10 2 0 0 0 0 7 12 2 0 0 0 0 7 13 1 0 0 0 0 8 11 2 0 0 0 0 8 14 1 0 0 0 0 9 20 2 0 0 0 0 10 20 1 0 0 0 0 11 20 1 0 0 0 0 12 21 1 0 0 0 0 13 22 2 0 0 0 0 14 35 1 0 0 0 0 15 16 1 0 0 0 0 15 34 1 0 0 0 0 16 36 1 0 0 0 0 17 21 2 0 0 0 0 17 22 1 0 0 0 0 18 23 2 0 0 0 0 18 28 1 0 0 0 0 19 24 2 0 0 0 0 19 28 1 0 0 0 0 21 25 1 0 0 0 0 22 29 1 0 0 0 0 23 25 1 0 0 0 0 23 26 1 0 0 0 0 24 25 1 0 0 0 0 24 27 1 0 0 0 0 26 30 2 0 0 0 0 26 35 1 0 0 0 0 27 31 2 0 0 0 0 27 36 1 0 0 0 0 28 37 1 0 0 0 0 29 32 2 0 0 0 0 29 33 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000288
DrugBank	DB09232
ChEMBL	CHEMBL452076
IUPHAR/BPS	7767
PharmaGKB
KEGG Drug	D01173
PubChem CID	5282138
ChEBI	31399
CAS Number	132203-70-4

Drug Properties

Molecular Weight	492.19
ALogP	1.1041
MLogP	3.44
XLogP	8.027
HDA	6
HBD	1
Rotatable Bonds	16
TPSA	117
RO5 Violation	2