NPASS drugs

Drug Information

Drug ID:	NPD3499
Drug Name:	Clomipramine
Molecular Formula:	C19H23ClN2
Canonical SMILES:	CN(CCCN1c2ccccc2CCc2c1cc(Cl)cc2)C
Standard InCHI:	InChI=1S/C19H23ClN2/c1-21(2)12-5-13-22-18-7-4-3-6-15(18)8-9-16-10-11-17(20)14-19(16)22/h3-4,6-7,10-11,14H,5,8-9,12-13H2,1-2H3
Standard InCHIKey:	GDLIGKIOYRNHDA-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD3499

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	520
0.1-0.2	4926
0.2-0.3	12419
0.3-0.4	9054
0.4-0.5	3078
0.5-0.6	773
0.6-0.7	107
0.7-0.8	13
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	0.7826	NPC291610
Intermediate Similarity	0.7612	NPC313352
Intermediate Similarity	0.75	NPC325599
Intermediate Similarity	0.728	NPC187036
Intermediate Similarity	0.7188	NPC192209
Intermediate Similarity	0.7188	NPC313449
Intermediate Similarity	0.7163	NPC32002
Intermediate Similarity	0.7163	NPC315348
Intermediate Similarity	0.7114	NPC476464
Intermediate Similarity	0.7031	NPC288232
Intermediate Similarity	0.7023	NPC317564
Intermediate Similarity	0.7016	NPC302790
Intermediate Similarity	0.7008	NPC296163
Remote Similarity	0.6977	NPC313673
Remote Similarity	0.697	NPC475915
Remote Similarity	0.6935	NPC79618
Remote Similarity	0.6838	NPC252794
Remote Similarity	0.6788	NPC476950
Remote Similarity	0.6788	NPC145754
Remote Similarity	0.6746	NPC77294
Remote Similarity	0.6742	NPC228515
Remote Similarity	0.6718	NPC125416
Remote Similarity	0.6692	NPC226143
Remote Similarity	0.6667	NPC434
Remote Similarity	0.6642	NPC316582
Remote Similarity	0.6617	NPC264580
Remote Similarity	0.6617	NPC320656
Remote Similarity	0.6614	NPC164802
Remote Similarity	0.661	NPC470926
Remote Similarity	0.6599	NPC473868
Remote Similarity	0.6599	NPC63157
Remote Similarity	0.6593	NPC257490
Remote Similarity	0.6571	NPC9856
Remote Similarity	0.6567	NPC177684
Remote Similarity	0.6567	NPC291962
Remote Similarity	0.6547	NPC469949
Remote Similarity	0.6525	NPC191444
Remote Similarity	0.6522	NPC229477
Remote Similarity	0.6519	NPC112373
Remote Similarity	0.6519	NPC258531
Remote Similarity	0.6519	NPC161956
Remote Similarity	0.6493	NPC81561
Remote Similarity	0.6454	NPC473417
Remote Similarity	0.6441	NPC176858
Remote Similarity	0.6438	NPC314102
Remote Similarity	0.6438	NPC251722
Remote Similarity	0.6429	NPC478079
Remote Similarity	0.6418	NPC148140
Remote Similarity	0.6417	NPC108800
Remote Similarity	0.641	NPC262295
Remote Similarity	0.6382	NPC21605
Remote Similarity	0.6369	NPC477591
Remote Similarity	0.6356	NPC111233
Remote Similarity	0.6324	NPC162689
Remote Similarity	0.6324	NPC54102
Remote Similarity	0.6309	NPC59084
Remote Similarity	0.6306	NPC271642
Remote Similarity	0.6296	NPC116961
Remote Similarity	0.6293	NPC169016
Remote Similarity	0.6286	NPC122718
Remote Similarity	0.6276	NPC316104
Remote Similarity	0.6276	NPC162417
Remote Similarity	0.6275	NPC109787
Remote Similarity	0.627	NPC239854
Remote Similarity	0.625	NPC78154
Remote Similarity	0.6242	NPC104483
Remote Similarity	0.6241	NPC314141
Remote Similarity	0.6233	NPC300299
Remote Similarity	0.6232	NPC215519
Remote Similarity	0.622	NPC471310
Remote Similarity	0.6218	NPC30445
Remote Similarity	0.6216	NPC150259
Remote Similarity	0.6216	NPC98976
Remote Similarity	0.6216	NPC471312
Remote Similarity	0.6207	NPC104070
Remote Similarity	0.6207	NPC134825
Remote Similarity	0.62	NPC2949
Remote Similarity	0.619	NPC198988
Remote Similarity	0.619	NPC471123
Remote Similarity	0.6187	NPC268534
Remote Similarity	0.6179	NPC329430
Remote Similarity	0.6178	NPC476297
Remote Similarity	0.6174	NPC130251
Remote Similarity	0.6159	NPC179605
Remote Similarity	0.6159	NPC279385
Remote Similarity	0.6144	NPC469735
Remote Similarity	0.6138	NPC22079
Remote Similarity	0.6138	NPC53044
Remote Similarity	0.6133	NPC22082
Remote Similarity	0.6133	NPC301760
Remote Similarity	0.6133	NPC186284
Remote Similarity	0.6131	NPC314919
Remote Similarity	0.6118	NPC20144
Remote Similarity	0.6115	NPC103292
Remote Similarity	0.6107	NPC469560
Remote Similarity	0.6104	NPC469740
Remote Similarity	0.6099	NPC46358
Remote Similarity	0.6096	NPC475450
Remote Similarity	0.6094	NPC474430
Remote Similarity	0.609	NPC40070
Remote Similarity	0.6081	NPC267508
Remote Similarity	0.6071	NPC39818
Remote Similarity	0.6068	NPC119677
Remote Similarity	0.6059	NPC471609
Remote Similarity	0.6054	NPC184437
Remote Similarity	0.6053	NPC476454
Remote Similarity	0.604	NPC325252
Remote Similarity	0.6039	NPC264589
Remote Similarity	0.6034	NPC231986
Remote Similarity	0.6033	NPC240134
Remote Similarity	0.6026	NPC88097
Remote Similarity	0.6026	NPC110126
Remote Similarity	0.6026	NPC73767
Remote Similarity	0.6014	NPC240136
Remote Similarity	0.6014	NPC471402
Remote Similarity	0.6014	NPC297486
Remote Similarity	0.6	NPC57051
Remote Similarity	0.6	NPC477887
Remote Similarity	0.6	NPC83214
Remote Similarity	0.6	NPC474695
Remote Similarity	0.5987	NPC469768
Remote Similarity	0.5987	NPC469761
Remote Similarity	0.5987	NPC469767
Remote Similarity	0.5987	NPC469780
Remote Similarity	0.5987	NPC469783
Remote Similarity	0.5987	NPC469784
Remote Similarity	0.5987	NPC469779
Remote Similarity	0.5987	NPC33421
Remote Similarity	0.5987	NPC206592
Remote Similarity	0.5984	NPC323726
Remote Similarity	0.5972	NPC250361
Remote Similarity	0.5971	NPC91958
Remote Similarity	0.5965	NPC83381
Remote Similarity	0.5959	NPC473587
Remote Similarity	0.5957	NPC265605
Remote Similarity	0.5957	NPC48564
Remote Similarity	0.5957	NPC182570
Remote Similarity	0.5951	NPC162799
Remote Similarity	0.5948	NPC469766
Remote Similarity	0.5944	NPC476322
Remote Similarity	0.5944	NPC470343
Remote Similarity	0.5944	NPC472244
Remote Similarity	0.5942	NPC476566
Remote Similarity	0.5933	NPC218268
Remote Similarity	0.5931	NPC328590
Remote Similarity	0.5931	NPC209389
Remote Similarity	0.5931	NPC150863
Remote Similarity	0.5921	NPC471574
Remote Similarity	0.5921	NPC316811
Remote Similarity	0.5918	NPC475428
Remote Similarity	0.5918	NPC476687
Remote Similarity	0.5918	NPC476689
Remote Similarity	0.5918	NPC476685
Remote Similarity	0.5915	NPC41174
Remote Similarity	0.5915	NPC328683
Remote Similarity	0.5915	NPC283130
Remote Similarity	0.5913	NPC12857
Remote Similarity	0.5903	NPC250476
Remote Similarity	0.5902	NPC173991
Remote Similarity	0.5894	NPC105127
Remote Similarity	0.5894	NPC84911
Remote Similarity	0.589	NPC473762
Remote Similarity	0.589	NPC472245
Remote Similarity	0.589	NPC314431
Remote Similarity	0.589	NPC280807
Remote Similarity	0.5886	NPC53947
Remote Similarity	0.5882	NPC115611
Remote Similarity	0.5878	NPC313810
Remote Similarity	0.5878	NPC179365
Remote Similarity	0.5875	NPC476219
Remote Similarity	0.5874	NPC290094
Remote Similarity	0.5862	NPC476140
Remote Similarity	0.5859	NPC75496
Remote Similarity	0.5855	NPC169433
Remote Similarity	0.5855	NPC315051
Remote Similarity	0.5844	NPC469537
Remote Similarity	0.5839	NPC115049
Remote Similarity	0.5839	NPC51054
Remote Similarity	0.5839	NPC473930
Remote Similarity	0.5833	NPC470440
Remote Similarity	0.5828	NPC96102
Remote Similarity	0.5828	NPC29886
Remote Similarity	0.5828	NPC261195
Remote Similarity	0.582	NPC297532
Remote Similarity	0.5814	NPC326792
Remote Similarity	0.5811	NPC282398
Remote Similarity	0.5811	NPC69914
Remote Similarity	0.5806	NPC136002
Remote Similarity	0.5806	NPC311330
Remote Similarity	0.5804	NPC329825
Remote Similarity	0.5799	NPC329688
Remote Similarity	0.5799	NPC189812
Remote Similarity	0.5796	NPC212799
Remote Similarity	0.5796	NPC288838
Remote Similarity	0.5793	NPC166424
Remote Similarity	0.5793	NPC245244
Remote Similarity	0.5793	NPC146373
Remote Similarity	0.5789	NPC125746
Remote Similarity	0.5789	NPC20322
Remote Similarity	0.5787	NPC316359

Drug Structure

NPD3499 OpenBabel08211703112D 22 24 0 0 0 0 0 0 0 0999 V2000 -1.9766 -3.0154 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7985 -4.2851 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9693 0.3720 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5355 -0.5290 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5105 -1.6551 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4060 1.1982 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5382 -0.6037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9749 2.0245 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.2470 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6479 2.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5139 1.6235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2880 -2.6300 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2225 -0.9749 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6479 0.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4088 1.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7818 1.6235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5139 0.6235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9749 0.2225 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7818 0.6235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3799 0.1235 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -1.0211 -3.3102 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 21 1 0 0 0 0 3 4 2 0 0 0 0 3 6 1 0 0 0 0 4 7 1 0 0 0 0 5 12 1 0 0 0 0 5 13 1 0 0 0 0 6 15 2 0 0 0 0 7 18 2 0 0 0 0 8 9 1 0 0 0 0 8 15 1 0 0 0 0 9 16 1 0 0 0 0 10 11 2 0 0 0 0 10 16 1 0 0 0 0 11 17 1 0 0 0 0 12 21 1 0 0 0 0 13 22 1 0 0 0 0 14 17 2 0 0 0 0 14 19 1 0 0 0 0 15 18 1 0 0 0 0 16 19 2 0 0 0 0 17 20 1 0 0 0 0 18 22 1 0 0 0 0 19 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB010068; DAP000742
DrugBank	DB01242
ChEMBL	CHEMBL415
IUPHAR/BPS	2398
PharmaGKB	PA449048
KEGG Drug	D00811
PubChem CID	68539; 2801
ChEBI	47780
CAS Number	303-49-1

Drug Properties

Molecular Weight	314.15
ALogP	0.8353
MLogP	3.22
XLogP	5.129
HDA	2
HBD	0
Rotatable Bonds	7
TPSA	6.48
RO5 Violation	1