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.


  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

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