Drug Information

Drug ID:  NPD5991
Drug Name:  Doxapram
Molecular Formula:  C24H30N2O2
Canonical SMILES:  CCN1CC(C(C1=O)(c1ccccc1)c1ccccc1)CCN1CCOCC1
Standard InCHI:  InChI=1S/C24H30N2O2/c1-2-26-19-22(13-14-25-15-17-28-18-16-25)24(23(26)27,20-9-5-3-6-10-20)21-11-7-4-8-12-21/h3-12,22H,2,13-19H2,1H3
Standard InCHIKey:  XFDJYSQDBULQSI-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  TTD; ChEMBL; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD5991

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 0.7913 NPC473418
Intermediate Similarity 0.7647 NPC158854
Intermediate Similarity 0.7518 NPC161069
Intermediate Similarity 0.7419 NPC473573
Intermediate Similarity 0.7405 NPC239990
Intermediate Similarity 0.7405 NPC152850
Intermediate Similarity 0.7405 NPC89923
Intermediate Similarity 0.7405 NPC71933
Intermediate Similarity 0.7405 NPC105114
Intermediate Similarity 0.7328 NPC136453
Intermediate Similarity 0.7311 NPC167336
Intermediate Similarity 0.7305 NPC138775
Intermediate Similarity 0.725 NPC45033
Intermediate Similarity 0.7239 NPC157311
Intermediate Similarity 0.7218 NPC473322
Intermediate Similarity 0.7185 NPC8761
Intermediate Similarity 0.7185 NPC473962
Intermediate Similarity 0.7185 NPC44805
Intermediate Similarity 0.7154 NPC84281
Intermediate Similarity 0.7154 NPC169485
Intermediate Similarity 0.7154 NPC291027
Intermediate Similarity 0.7154 NPC213126
Intermediate Similarity 0.7154 NPC317474
Intermediate Similarity 0.7153 NPC79465
Intermediate Similarity 0.7153 NPC476102
Intermediate Similarity 0.7153 NPC474787
Intermediate Similarity 0.7153 NPC260045
Intermediate Similarity 0.7153 NPC151706
Intermediate Similarity 0.7153 NPC474855
Intermediate Similarity 0.7153 NPC118099
Intermediate Similarity 0.7153 NPC76785
Intermediate Similarity 0.7153 NPC293377
Intermediate Similarity 0.7153 NPC9687
Intermediate Similarity 0.7153 NPC475598
Intermediate Similarity 0.7153 NPC273907
Intermediate Similarity 0.7153 NPC475318
Intermediate Similarity 0.7153 NPC49577
Intermediate Similarity 0.7153 NPC90194
Intermediate Similarity 0.7153 NPC474811
Intermediate Similarity 0.7121 NPC79698
Intermediate Similarity 0.7109 NPC220698
Intermediate Similarity 0.7077 NPC314192
Intermediate Similarity 0.7049 NPC55529
Intermediate Similarity 0.7043 NPC71140
Intermediate Similarity 0.7043 NPC474974
Intermediate Similarity 0.7037 NPC69496
Intermediate Similarity 0.7007 NPC245836
Intermediate Similarity 0.7007 NPC233910
Intermediate Similarity 0.7 NPC200964
Intermediate Similarity 0.7 NPC302169
Remote Similarity 0.6993 NPC262077
Remote Similarity 0.6985 NPC255447
Remote Similarity 0.6983 NPC256452
Remote Similarity 0.6953 NPC285926
Remote Similarity 0.6953 NPC14672
Remote Similarity 0.6953 NPC315276
Remote Similarity 0.695 NPC263493
Remote Similarity 0.695 NPC269398
Remote Similarity 0.6933 NPC113946
Remote Similarity 0.6929 NPC33742
Remote Similarity 0.6923 NPC5620
Remote Similarity 0.6923 NPC209509
Remote Similarity 0.6912 NPC200589
Remote Similarity 0.6899 NPC470545
Remote Similarity 0.687 NPC27833
Remote Similarity 0.6866 NPC474847
Remote Similarity 0.6861 NPC126458
Remote Similarity 0.6857 NPC471123
Remote Similarity 0.685 NPC276949
Remote Similarity 0.685 NPC35850
Remote Similarity 0.6846 NPC470546
Remote Similarity 0.6842 NPC474082
Remote Similarity 0.6842 NPC175726
Remote Similarity 0.6842 NPC6975
Remote Similarity 0.6822 NPC470544
Remote Similarity 0.6814 NPC305602
Remote Similarity 0.6814 NPC17497
Remote Similarity 0.6809 NPC476133
Remote Similarity 0.6809 NPC98424
Remote Similarity 0.6809 NPC316906
Remote Similarity 0.6809 NPC178662
Remote Similarity 0.6809 NPC470884
Remote Similarity 0.6809 NPC92784
Remote Similarity 0.6797 NPC246904
Remote Similarity 0.6788 NPC179224
Remote Similarity 0.6761 NPC469560
Remote Similarity 0.6755 NPC29285
Remote Similarity 0.6736 NPC476978
Remote Similarity 0.6735 NPC129666
Remote Similarity 0.6723 NPC472258
Remote Similarity 0.6712 NPC145113
Remote Similarity 0.6711 NPC122590
Remote Similarity 0.6711 NPC66936
Remote Similarity 0.6694 NPC473498
Remote Similarity 0.6692 NPC202521
Remote Similarity 0.6692 NPC71684
Remote Similarity 0.6667 NPC322598
Remote Similarity 0.6643 NPC239762
Remote Similarity 0.6643 NPC313663
Remote Similarity 0.6643 NPC163392
Remote Similarity 0.6623 NPC73644
Remote Similarity 0.6621 NPC52748
Remote Similarity 0.662 NPC471265
Remote Similarity 0.662 NPC471264
Remote Similarity 0.6619 NPC130309
Remote Similarity 0.6617 NPC476990
Remote Similarity 0.6604 NPC96901
Remote Similarity 0.6603 NPC472106
Remote Similarity 0.6599 NPC329761
Remote Similarity 0.6599 NPC225648
Remote Similarity 0.6596 NPC248283
Remote Similarity 0.6594 NPC469666
Remote Similarity 0.6594 NPC111428
Remote Similarity 0.6581 NPC472101
Remote Similarity 0.6581 NPC470926
Remote Similarity 0.6581 NPC472120
Remote Similarity 0.6569 NPC65310
Remote Similarity 0.6561 NPC279527
Remote Similarity 0.6561 NPC214960
Remote Similarity 0.6554 NPC240848
Remote Similarity 0.6554 NPC471821
Remote Similarity 0.6554 NPC471820
Remote Similarity 0.6552 NPC22082
Remote Similarity 0.6552 NPC186284
Remote Similarity 0.6544 NPC222466
Remote Similarity 0.6544 NPC285394
Remote Similarity 0.6525 NPC473661
Remote Similarity 0.6522 NPC475427
Remote Similarity 0.6519 NPC252878
Remote Similarity 0.6519 NPC26285
Remote Similarity 0.651 NPC2501
Remote Similarity 0.6507 NPC471516
Remote Similarity 0.6504 NPC329375
Remote Similarity 0.6503 NPC127741
Remote Similarity 0.65 NPC285622
Remote Similarity 0.6496 NPC101719
Remote Similarity 0.6494 NPC104345
Remote Similarity 0.6483 NPC150712
Remote Similarity 0.648 NPC143516
Remote Similarity 0.6475 NPC213969
Remote Similarity 0.6475 NPC165726
Remote Similarity 0.6474 NPC472117
Remote Similarity 0.6474 NPC176983
Remote Similarity 0.6471 NPC46427
Remote Similarity 0.6463 NPC313867
Remote Similarity 0.6463 NPC316008
Remote Similarity 0.6458 NPC281104
Remote Similarity 0.6454 NPC257390
Remote Similarity 0.6443 NPC105717
Remote Similarity 0.6441 NPC125226
Remote Similarity 0.6438 NPC139326
Remote Similarity 0.6438 NPC197682
Remote Similarity 0.6438 NPC470301
Remote Similarity 0.6434 NPC269340
Remote Similarity 0.6429 NPC231986
Remote Similarity 0.6429 NPC471447
Remote Similarity 0.6429 NPC474804
Remote Similarity 0.6429 NPC474973
Remote Similarity 0.6429 NPC130898
Remote Similarity 0.6424 NPC473329
Remote Similarity 0.6424 NPC162104
Remote Similarity 0.6419 NPC314358
Remote Similarity 0.6414 NPC307357
Remote Similarity 0.6414 NPC268841
Remote Similarity 0.6414 NPC46098
Remote Similarity 0.641 NPC472102
Remote Similarity 0.641 NPC309531
Remote Similarity 0.6402 NPC11149
Remote Similarity 0.64 NPC283783
Remote Similarity 0.6398 NPC137627
Remote Similarity 0.6395 NPC314388
Remote Similarity 0.6395 NPC315283
Remote Similarity 0.6387 NPC222029
Remote Similarity 0.6382 NPC473341
Remote Similarity 0.6372 NPC230068
Remote Similarity 0.637 NPC315051
Remote Similarity 0.637 NPC168113
Remote Similarity 0.6369 NPC471051
Remote Similarity 0.6369 NPC471053
Remote Similarity 0.6369 NPC471052
Remote Similarity 0.6357 NPC81092
Remote Similarity 0.6357 NPC103605
Remote Similarity 0.6351 NPC471680
Remote Similarity 0.6349 NPC476198
Remote Similarity 0.6346 NPC276085
Remote Similarity 0.6343 NPC310467
Remote Similarity 0.6338 NPC246913
Remote Similarity 0.6323 NPC297145
Remote Similarity 0.6323 NPC197743
Remote Similarity 0.6319 NPC473360
Remote Similarity 0.6316 NPC239357
Remote Similarity 0.6316 NPC474088
Remote Similarity 0.6316 NPC233702
Remote Similarity 0.6306 NPC225319
Remote Similarity 0.6296 NPC251212
Remote Similarity 0.6296 NPC214626
Remote Similarity 0.6296 NPC139085
Remote Similarity 0.6294 NPC287401
Remote Similarity 0.629 NPC316797
Remote Similarity 0.629 NPC474582

Drug Structure

External Identifiers

TTD   DAP001295
DrugBank   DB00561
ChEMBL   CHEMBL1754
IUPHAR/BPS   7169
PharmaGKB   PA164784026
KEGG Drug   D01872
PubChem CID   3156
ChEBI   681848
CAS Number  309-29-5

Drug Properties

Molecular Weight  378.23
ALogP  -1.3173
MLogP  3.66
XLogP  6.246
HDA  4
HBD  0
Rotatable Bonds  7
TPSA  32.78
RO5 Violation  1