NPASS drugs

Drug Information

Drug ID:	NPD3001
Drug Name:	Desipramine
Molecular Formula:	C18H22N2
Canonical SMILES:	CNCCCN1c2ccccc2CCc2c1cccc2
Standard InCHI:	InChI=1S/C18H22N2/c1-19-13-6-14-20-17-9-4-2-7-15(17)11-12-16-8-3-5-10-18(16)20/h2-5,7-10,19H,6,11-14H2,1H3
Standard InCHIKey:	HCYAFALTSJYZDH-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD3001

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	435
0.1-0.2	3566
0.2-0.3	11798
0.3-0.4	10018
0.4-0.5	3373
0.5-0.6	1296
0.6-0.7	358
0.7-0.8	41
0.8-0.85	5
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	0.8411	NPC291610
Intermediate Similarity	0.819	NPC313673
Intermediate Similarity	0.8151	NPC475915
Intermediate Similarity	0.8125	NPC302790
Intermediate Similarity	0.8036	NPC79618
Intermediate Similarity	0.7967	NPC252794
Intermediate Similarity	0.7966	NPC313449
Intermediate Similarity	0.7903	NPC145754
Intermediate Similarity	0.7778	NPC187036
Intermediate Similarity	0.7719	NPC434
Intermediate Similarity	0.767	NPC229477
Intermediate Similarity	0.7667	NPC192209
Intermediate Similarity	0.7573	NPC169016
Intermediate Similarity	0.75	NPC288232
Intermediate Similarity	0.7481	NPC473868
Intermediate Similarity	0.7481	NPC63157
Intermediate Similarity	0.7479	NPC296163
Intermediate Similarity	0.7477	NPC191444
Intermediate Similarity	0.7476	NPC134825
Intermediate Similarity	0.7383	NPC176858
Intermediate Similarity	0.7364	NPC329430
Intermediate Similarity	0.7358	NPC262295
Intermediate Similarity	0.7339	NPC108800
Intermediate Similarity	0.729	NPC111233
Intermediate Similarity	0.7273	NPC162417
Intermediate Similarity	0.7273	NPC316104
Intermediate Similarity	0.7214	NPC21605
Intermediate Similarity	0.7214	NPC109787
Intermediate Similarity	0.7209	NPC476950
Intermediate Similarity	0.719	NPC314141
Intermediate Similarity	0.7153	NPC59084
Intermediate Similarity	0.7143	NPC119677
Intermediate Similarity	0.713	NPC30445
Intermediate Similarity	0.712	NPC226143
Intermediate Similarity	0.7091	NPC470926
Intermediate Similarity	0.7087	NPC268534
Intermediate Similarity	0.7083	NPC476297
Intermediate Similarity	0.7069	NPC474430
Intermediate Similarity	0.7063	NPC279385
Intermediate Similarity	0.7063	NPC179605
Intermediate Similarity	0.7059	NPC164802
Intermediate Similarity	0.704	NPC264580
Intermediate Similarity	0.7037	NPC198988
Intermediate Similarity	0.7029	NPC2949
Intermediate Similarity	0.7008	NPC103292
Intermediate Similarity	0.7008	NPC257490
Remote Similarity	0.6992	NPC22079
Remote Similarity	0.699	NPC12857
Remote Similarity	0.6985	NPC325252
Remote Similarity	0.6984	NPC177684
Remote Similarity	0.6984	NPC291962
Remote Similarity	0.697	NPC9856
Remote Similarity	0.6957	NPC110126
Remote Similarity	0.6957	NPC73767
Remote Similarity	0.695	NPC264589
Remote Similarity	0.6944	NPC258046
Remote Similarity	0.694	NPC475450
Remote Similarity	0.6929	NPC258531
Remote Similarity	0.6929	NPC112373
Remote Similarity	0.6929	NPC161956
Remote Similarity	0.6916	NPC133162
Remote Similarity	0.6906	NPC469767
Remote Similarity	0.6906	NPC469768
Remote Similarity	0.6906	NPC469783
Remote Similarity	0.6906	NPC469779
Remote Similarity	0.6906	NPC469780
Remote Similarity	0.6906	NPC469784
Remote Similarity	0.6906	NPC469761
Remote Similarity	0.6905	NPC81561
Remote Similarity	0.6866	NPC476687
Remote Similarity	0.6866	NPC476689
Remote Similarity	0.6866	NPC476685
Remote Similarity	0.6861	NPC218268
Remote Similarity	0.6857	NPC469766
Remote Similarity	0.6842	NPC473417
Remote Similarity	0.6835	NPC88097
Remote Similarity	0.6825	NPC148140
Remote Similarity	0.6818	NPC250361
Remote Similarity	0.6812	NPC251722
Remote Similarity	0.6812	NPC84911
Remote Similarity	0.6812	NPC105127
Remote Similarity	0.6812	NPC314102
Remote Similarity	0.6807	NPC313362
Remote Similarity	0.6796	NPC271642
Remote Similarity	0.6796	NPC139658
Remote Similarity	0.6791	NPC473587
Remote Similarity	0.6788	NPC325599
Remote Similarity	0.6786	NPC115611
Remote Similarity	0.6772	NPC228515
Remote Similarity	0.6769	NPC41174
Remote Similarity	0.6767	NPC328590
Remote Similarity	0.6767	NPC209389
Remote Similarity	0.6763	NPC130251
Remote Similarity	0.6759	NPC33421
Remote Similarity	0.6759	NPC53947
Remote Similarity	0.6759	NPC206592
Remote Similarity	0.6757	NPC173991
Remote Similarity	0.6742	NPC146373
Remote Similarity	0.6742	NPC166424
Remote Similarity	0.6742	NPC245244
Remote Similarity	0.6741	NPC475428
Remote Similarity	0.6739	NPC96102
Remote Similarity	0.6739	NPC261195
Remote Similarity	0.6739	NPC29886
Remote Similarity	0.6735	NPC476219
Remote Similarity	0.6731	NPC325662
Remote Similarity	0.6731	NPC98269
Remote Similarity	0.6719	NPC54102
Remote Similarity	0.6719	NPC162689
Remote Similarity	0.6716	NPC473762
Remote Similarity	0.6714	NPC301760
Remote Similarity	0.6699	NPC98976
Remote Similarity	0.6696	NPC78154
Remote Similarity	0.6695	NPC239854
Remote Similarity	0.6691	NPC179365
Remote Similarity	0.6691	NPC125746
Remote Similarity	0.669	NPC311330
Remote Similarity	0.6667	NPC288838
Remote Similarity	0.6667	NPC316582
Remote Similarity	0.6667	NPC104070
Remote Similarity	0.6667	NPC122718
Remote Similarity	0.6667	NPC469330
Remote Similarity	0.6642	NPC313352
Remote Similarity	0.6642	NPC473930
Remote Similarity	0.6615	NPC215519
Remote Similarity	0.6614	NPC125416
Remote Similarity	0.6609	NPC108339
Remote Similarity	0.66	NPC318065
Remote Similarity	0.66	NPC475990
Remote Similarity	0.66	NPC56765
Remote Similarity	0.66	NPC474880
Remote Similarity	0.66	NPC221786
Remote Similarity	0.66	NPC206819
Remote Similarity	0.6597	NPC470440
Remote Similarity	0.6597	NPC314372
Remote Similarity	0.6597	NPC204141
Remote Similarity	0.6596	NPC2823
Remote Similarity	0.6596	NPC104483
Remote Similarity	0.6594	NPC300299
Remote Similarity	0.6591	NPC192533
Remote Similarity	0.6583	NPC328877
Remote Similarity	0.6577	NPC476464
Remote Similarity	0.6575	NPC2272
Remote Similarity	0.6575	NPC473329
Remote Similarity	0.6573	NPC190296
Remote Similarity	0.6571	NPC150259
Remote Similarity	0.6569	NPC82295
Remote Similarity	0.6567	NPC478079
Remote Similarity	0.6552	NPC471320
Remote Similarity	0.6552	NPC471319
Remote Similarity	0.6549	NPC279081
Remote Similarity	0.6547	NPC471123
Remote Similarity	0.6541	NPC27740
Remote Similarity	0.6533	NPC286427
Remote Similarity	0.6531	NPC24678
Remote Similarity	0.6531	NPC105818
Remote Similarity	0.6531	NPC475763
Remote Similarity	0.6497	NPC189812
Remote Similarity	0.6497	NPC329688
Remote Similarity	0.6496	NPC282398
Remote Similarity	0.6496	NPC53044
Remote Similarity	0.649	NPC276085
Remote Similarity	0.649	NPC41257
Remote Similarity	0.6483	NPC469735
Remote Similarity	0.6481	NPC231986
Remote Similarity	0.6479	NPC22082
Remote Similarity	0.6479	NPC186284
Remote Similarity	0.6471	NPC89490
Remote Similarity	0.6471	NPC472245
Remote Similarity	0.6466	NPC46358
Remote Similarity	0.6463	NPC321911
Remote Similarity	0.6463	NPC37548
Remote Similarity	0.6458	NPC136002
Remote Similarity	0.6458	NPC20144
Remote Similarity	0.6454	NPC469560
Remote Similarity	0.6449	NPC101165
Remote Similarity	0.6447	NPC229173
Remote Similarity	0.6443	NPC325903
Remote Similarity	0.6443	NPC200214
Remote Similarity	0.6443	NPC73952
Remote Similarity	0.6443	NPC469786
Remote Similarity	0.6443	NPC469760
Remote Similarity	0.6443	NPC469765
Remote Similarity	0.6443	NPC259644
Remote Similarity	0.6443	NPC469763
Remote Similarity	0.6443	NPC25008
Remote Similarity	0.6442	NPC113000
Remote Similarity	0.6442	NPC112609
Remote Similarity	0.6442	NPC122327
Remote Similarity	0.6439	NPC39818
Remote Similarity	0.6438	NPC143872
Remote Similarity	0.6438	NPC469740
Remote Similarity	0.6434	NPC230002
Remote Similarity	0.6434	NPC284635
Remote Similarity	0.6429	NPC267508
Remote Similarity	0.6424	NPC222029
Remote Similarity	0.6424	NPC216643
Remote Similarity	0.6423	NPC329896
Remote Similarity	0.6423	NPC475105
Remote Similarity	0.6423	NPC475090

Drug Structure

NPD3001 OpenBabel08211702562D 21 23 0 0 0 0 0 0 0 0999 V2000 -3.1547 -1.7458 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 2.5139 1.6235 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 2.5139 0.6235 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 1.6479 2.1235 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 1.6479 0.1235 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 -1.4661 -1.3603 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 -1.4088 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 -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 -2.1992 -2.0405 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 -1.9766 -3.0154 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 19 1 0 0 0 0 2 4 2 0 0 0 0 2 7 1 0 0 0 0 3 5 2 0 0 0 0 3 8 1 0 0 0 0 4 9 1 0 0 0 0 5 10 1 0 0 0 0 6 13 1 0 0 0 0 6 14 1 0 0 0 0 7 15 2 0 0 0 0 8 16 2 0 0 0 0 9 17 2 0 0 0 0 10 18 2 0 0 0 0 11 12 1 0 0 0 0 11 15 1 0 0 0 0 12 16 1 0 0 0 0 13 19 1 0 0 0 0 14 20 1 0 0 0 0 15 17 1 0 0 0 0 16 18 1 0 0 0 0 17 20 1 0 0 0 0 18 20 1 0 0 0 0 19 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001151
DrugBank	DB01151
ChEMBL	CHEMBL72
IUPHAR/BPS	2399
PharmaGKB	PA449233
KEGG Drug	D07791
PubChem CID	2995
ChEBI	47781
CAS Number	50-47-5

Drug Properties

Molecular Weight	266.18
ALogP	-0.4449
MLogP	3.22
XLogP	5.005
HDA	2
HBD	1
Rotatable Bonds	5
TPSA	15.27
RO5 Violation	1