Drug Information

Drug ID:  NPD4996
Drug Name:  Erlotinib
Molecular Formula:  C22H23N3O4
Canonical SMILES:  COCCOc1cc2c(ncnc2cc1OCCOC)Nc1cccc(c1)C#C
Standard InCHI:  InChI=1S/C22H23N3O4/c1-4-16-6-5-7-17(12-16)25-22-18-13-20(28-10-8-26-2)21(29-11-9-27-3)14-19(18)23-15-24-22/h1,5-7,12-15H,8-11H2,2-3H3,(H,23,24,25)
Standard InCHIKey:  AAKJLRGGTJKAMG-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  TTD; ChEMBL; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD4996

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
High Similarity 0.8678 NPC56271
Intermediate Similarity 0.7703 NPC162530
Intermediate Similarity 0.7552 NPC472066
Intermediate Similarity 0.7552 NPC472067
Intermediate Similarity 0.7552 NPC472031
Intermediate Similarity 0.7542 NPC472068
Intermediate Similarity 0.7477 NPC315957
Intermediate Similarity 0.7477 NPC133140
Intermediate Similarity 0.7477 NPC195268
Intermediate Similarity 0.7445 NPC473513
Intermediate Similarity 0.7421 NPC36229
Intermediate Similarity 0.7421 NPC476581
Intermediate Similarity 0.7421 NPC16452
Intermediate Similarity 0.7395 NPC30540
Intermediate Similarity 0.7391 NPC312872
Intermediate Similarity 0.7389 NPC266931
Intermediate Similarity 0.7352 NPC4071
Intermediate Similarity 0.7352 NPC476578
Intermediate Similarity 0.7352 NPC476582
Intermediate Similarity 0.7345 NPC316981
Intermediate Similarity 0.7336 NPC173080
Intermediate Similarity 0.733 NPC199277
Intermediate Similarity 0.733 NPC135887
Intermediate Similarity 0.7297 NPC162484
Intermediate Similarity 0.7285 NPC31930
Intermediate Similarity 0.7265 NPC285558
Intermediate Similarity 0.7257 NPC290689
Intermediate Similarity 0.7253 NPC130570
Intermediate Similarity 0.7243 NPC204385
Intermediate Similarity 0.724 NPC234197
Intermediate Similarity 0.7212 NPC201697
Intermediate Similarity 0.7193 NPC202605
Intermediate Similarity 0.7193 NPC202768
Intermediate Similarity 0.7193 NPC53069
Intermediate Similarity 0.7193 NPC296482
Intermediate Similarity 0.7193 NPC112206
Intermediate Similarity 0.7155 NPC308906
Intermediate Similarity 0.7149 NPC208284
Intermediate Similarity 0.7143 NPC160666
Intermediate Similarity 0.7136 NPC144114
Intermediate Similarity 0.713 NPC235076
Intermediate Similarity 0.7124 NPC313189
Intermediate Similarity 0.7118 NPC48353
Intermediate Similarity 0.7112 NPC23614
Intermediate Similarity 0.7112 NPC100079
Intermediate Similarity 0.7105 NPC188420
Intermediate Similarity 0.7091 NPC131017
Intermediate Similarity 0.7087 NPC149471
Intermediate Similarity 0.7087 NPC271215
Intermediate Similarity 0.7085 NPC329747
Intermediate Similarity 0.7085 NPC477019
Intermediate Similarity 0.708 NPC303374
Intermediate Similarity 0.7072 NPC72211
Intermediate Similarity 0.7064 NPC280272
Intermediate Similarity 0.7056 NPC206201
Intermediate Similarity 0.7056 NPC51854
Intermediate Similarity 0.7054 NPC232727
Intermediate Similarity 0.7048 NPC193777
Intermediate Similarity 0.7043 NPC171409
Intermediate Similarity 0.7043 NPC96405
Intermediate Similarity 0.7039 NPC473822
Intermediate Similarity 0.7031 NPC167860
Intermediate Similarity 0.7031 NPC123976
Intermediate Similarity 0.7025 NPC295228
Intermediate Similarity 0.7018 NPC476465
Intermediate Similarity 0.7017 NPC187145
Intermediate Similarity 0.7016 NPC9729
Intermediate Similarity 0.7009 NPC176538
Intermediate Similarity 0.7009 NPC46451
Remote Similarity 0.6991 NPC223427
Remote Similarity 0.6986 NPC76748
Remote Similarity 0.6982 NPC70259
Remote Similarity 0.6974 NPC135549
Remote Similarity 0.697 NPC251160
Remote Similarity 0.6968 NPC307963
Remote Similarity 0.6967 NPC258773
Remote Similarity 0.6955 NPC92111
Remote Similarity 0.6948 NPC270515
Remote Similarity 0.6943 NPC18348
Remote Similarity 0.6943 NPC475910
Remote Similarity 0.6941 NPC296527
Remote Similarity 0.6937 NPC43787
Remote Similarity 0.6937 NPC205934
Remote Similarity 0.6936 NPC193267
Remote Similarity 0.6936 NPC213530
Remote Similarity 0.6933 NPC329793
Remote Similarity 0.6923 NPC477796
Remote Similarity 0.6923 NPC477795
Remote Similarity 0.6923 NPC477806
Remote Similarity 0.6923 NPC477805
Remote Similarity 0.692 NPC118121
Remote Similarity 0.6919 NPC164664
Remote Similarity 0.6917 NPC252251
Remote Similarity 0.6912 NPC84478
Remote Similarity 0.6906 NPC251090
Remote Similarity 0.6903 NPC470586
Remote Similarity 0.6903 NPC267423
Remote Similarity 0.6898 NPC477891
Remote Similarity 0.6895 NPC66083
Remote Similarity 0.6894 NPC204446
Remote Similarity 0.6889 NPC287437
Remote Similarity 0.6883 NPC219664
Remote Similarity 0.688 NPC170114
Remote Similarity 0.6872 NPC475112
Remote Similarity 0.6872 NPC475085
Remote Similarity 0.6872 NPC291535
Remote Similarity 0.687 NPC41501
Remote Similarity 0.6867 NPC236668
Remote Similarity 0.6867 NPC469592
Remote Similarity 0.6867 NPC471080
Remote Similarity 0.6867 NPC478074
Remote Similarity 0.6866 NPC176127
Remote Similarity 0.6864 NPC250178
Remote Similarity 0.686 NPC201508
Remote Similarity 0.686 NPC477531
Remote Similarity 0.686 NPC26850
Remote Similarity 0.6858 NPC121772
Remote Similarity 0.6856 NPC476106
Remote Similarity 0.6854 NPC208060
Remote Similarity 0.6846 NPC471762
Remote Similarity 0.6838 NPC470549
Remote Similarity 0.6838 NPC146976
Remote Similarity 0.6835 NPC477533
Remote Similarity 0.683 NPC194967
Remote Similarity 0.6828 NPC476044
Remote Similarity 0.6824 NPC203168
Remote Similarity 0.6822 NPC469594
Remote Similarity 0.6818 NPC209174
Remote Similarity 0.6818 NPC254762
Remote Similarity 0.681 NPC471304
Remote Similarity 0.6808 NPC476686
Remote Similarity 0.6808 NPC476688
Remote Similarity 0.6808 NPC105758
Remote Similarity 0.6805 NPC157931
Remote Similarity 0.6803 NPC255800
Remote Similarity 0.6803 NPC96584
Remote Similarity 0.68 NPC70956
Remote Similarity 0.68 NPC243834
Remote Similarity 0.6798 NPC66815
Remote Similarity 0.6793 NPC17565
Remote Similarity 0.6792 NPC278874
Remote Similarity 0.6789 NPC473183
Remote Similarity 0.6787 NPC316756
Remote Similarity 0.6787 NPC230805
Remote Similarity 0.6786 NPC326634
Remote Similarity 0.6783 NPC323345
Remote Similarity 0.6783 NPC470164
Remote Similarity 0.6783 NPC472111
Remote Similarity 0.6778 NPC122463
Remote Similarity 0.6777 NPC66777
Remote Similarity 0.6776 NPC277351
Remote Similarity 0.6767 NPC469589
Remote Similarity 0.6765 NPC174049
Remote Similarity 0.6763 NPC214980
Remote Similarity 0.6763 NPC200888
Remote Similarity 0.6759 NPC283152
Remote Similarity 0.6758 NPC62069
Remote Similarity 0.6757 NPC132385
Remote Similarity 0.6756 NPC13880
Remote Similarity 0.6752 NPC471603
Remote Similarity 0.6749 NPC115595
Remote Similarity 0.6741 NPC79293
Remote Similarity 0.6741 NPC279401
Remote Similarity 0.6739 NPC470930
Remote Similarity 0.6738 NPC11464
Remote Similarity 0.6736 NPC110151
Remote Similarity 0.6735 NPC473182
Remote Similarity 0.6721 NPC475253
Remote Similarity 0.6715 NPC26872
Remote Similarity 0.6711 NPC11017
Remote Similarity 0.6707 NPC473184
Remote Similarity 0.6696 NPC99666
Remote Similarity 0.6695 NPC472099
Remote Similarity 0.6695 NPC174758
Remote Similarity 0.6682 NPC224632
Remote Similarity 0.6681 NPC96321
Remote Similarity 0.6681 NPC26679
Remote Similarity 0.6681 NPC473041
Remote Similarity 0.668 NPC65277
Remote Similarity 0.6667 NPC118776
Remote Similarity 0.6667 NPC17305
Remote Similarity 0.6667 NPC470889
Remote Similarity 0.6667 NPC274291
Remote Similarity 0.6667 NPC60621
Remote Similarity 0.6667 NPC264166
Remote Similarity 0.6667 NPC329708
Remote Similarity 0.6667 NPC118832
Remote Similarity 0.6667 NPC165349
Remote Similarity 0.6667 NPC310118
Remote Similarity 0.6667 NPC47059
Remote Similarity 0.6667 NPC477532
Remote Similarity 0.6653 NPC217176
Remote Similarity 0.6653 NPC472061
Remote Similarity 0.6652 NPC153042
Remote Similarity 0.6652 NPC474188
Remote Similarity 0.6652 NPC82548
Remote Similarity 0.6652 NPC470931
Remote Similarity 0.664 NPC208898
Remote Similarity 0.6639 NPC210434
Remote Similarity 0.6638 NPC242923

Drug Structure

External Identifiers

TTD   DNC000473; DAP001010
DrugBank   DB00530
ChEMBL   CHEMBL553
IUPHAR/BPS   4920
PharmaGKB   PA134687924
KEGG Drug   D07907
PubChem CID   176871; 176870
ChEBI   114785
CAS Number  183321-74-6

Drug Properties

Molecular Weight  393.17
ALogP  -0.0209
MLogP  3.11
XLogP  3.144
HDA  5
HBD  1
Rotatable Bonds  12
TPSA  74.73
RO5 Violation  0