Drug Information

Drug ID:  NPD5875
Drug Name:  Afatinib Dimaleate
Molecular Formula:  C24H25ClFN5O3.2C4H4O4
Canonical SMILES:  OC(=O)/C=CC(=O)O.OC(=O)/C=CC(=O)O.CN(C/C=C/C(=Nc1cc2c(ncnc2cc1O[C@@H]1COCC1)Nc1ccc(c(c1)Cl)F)O)C
Standard InCHI:  InChI=1S/C24H25ClFN5O3.2C4H4O4/c1-31(2)8-3-4-23(32)30-21-11-17-20(12-22(21)34-16-7-9-33-13-16)27-14-28-24(17)29-15-5-6-19(26)18(25)10-15;2*5-3(6)1-2-4(7)8/h3-6,10-12,14,16H,7-9,13H2,1-2H3,(H,30,32)(H,27,28,29);2*1-2H,(H,5,6)(H,7,8)/b4-3+;2*2-1-/t16-;;/m0../s1
Standard InCHIKey:  USNRYVNRPYXCSP-JUGPPOIOSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  ChEMBL

  Structural Similarity Between NPASS Natural Products and NPD5875

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 0.8803 NPC56271
Intermediate Similarity 0.7352 NPC472067
Intermediate Similarity 0.7352 NPC472031
Intermediate Similarity 0.7352 NPC472066
Intermediate Similarity 0.7339 NPC30540
Intermediate Similarity 0.7306 NPC160666
Intermediate Similarity 0.7273 NPC472068
Intermediate Similarity 0.7042 NPC162530
Intermediate Similarity 0.7037 NPC250178
Remote Similarity 0.6929 NPC471603
Remote Similarity 0.6926 NPC173080
Remote Similarity 0.692 NPC285558
Remote Similarity 0.6901 NPC469592
Remote Similarity 0.6901 NPC471080
Remote Similarity 0.6858 NPC144114
Remote Similarity 0.6855 NPC130570
Remote Similarity 0.684 NPC187145
Remote Similarity 0.6836 NPC471614
Remote Similarity 0.6833 NPC475910
Remote Similarity 0.6822 NPC329747
Remote Similarity 0.6805 NPC469589
Remote Similarity 0.6789 NPC469594
Remote Similarity 0.6761 NPC193267
Remote Similarity 0.6761 NPC213530
Remote Similarity 0.675 NPC476106
Remote Similarity 0.6748 NPC473513
Remote Similarity 0.6723 NPC470586
Remote Similarity 0.6723 NPC232727
Remote Similarity 0.6708 NPC123976
Remote Similarity 0.6708 NPC167860
Remote Similarity 0.6706 NPC473185
Remote Similarity 0.6695 NPC291535
Remote Similarity 0.6695 NPC475085
Remote Similarity 0.6695 NPC475112
Remote Similarity 0.6681 NPC472289
Remote Similarity 0.668 NPC242923
Remote Similarity 0.6667 NPC475774
Remote Similarity 0.6667 NPC72211
Remote Similarity 0.6654 NPC115595
Remote Similarity 0.6652 NPC164664
Remote Similarity 0.664 NPC288349
Remote Similarity 0.6638 NPC477891
Remote Similarity 0.6628 NPC473183
Remote Similarity 0.6627 NPC475253
Remote Similarity 0.6627 NPC300114
Remote Similarity 0.6627 NPC308906
Remote Similarity 0.6627 NPC17565
Remote Similarity 0.6624 NPC70956
Remote Similarity 0.6624 NPC243834
Remote Similarity 0.6615 NPC473184
Remote Similarity 0.6614 NPC66777
Remote Similarity 0.6614 NPC471762
Remote Similarity 0.6611 NPC315957
Remote Similarity 0.6609 NPC110741
Remote Similarity 0.6602 NPC469554
Remote Similarity 0.6593 NPC208060
Remote Similarity 0.6585 NPC316981
Remote Similarity 0.6585 NPC48353
Remote Similarity 0.6585 NPC203168
Remote Similarity 0.6582 NPC70259
Remote Similarity 0.658 NPC84478
Remote Similarity 0.6579 NPC283152
Remote Similarity 0.6573 NPC170114
Remote Similarity 0.6571 NPC11464
Remote Similarity 0.6571 NPC219664
Remote Similarity 0.657 NPC470930
Remote Similarity 0.6565 NPC118776
Remote Similarity 0.656 NPC473179
Remote Similarity 0.6559 NPC266931
Remote Similarity 0.6557 NPC18348
Remote Similarity 0.6549 NPC105758
Remote Similarity 0.6549 NPC476688
Remote Similarity 0.6549 NPC314954
Remote Similarity 0.6549 NPC476686
Remote Similarity 0.6542 NPC121772
Remote Similarity 0.654 NPC205934
Remote Similarity 0.654 NPC43787
Remote Similarity 0.6538 NPC230805
Remote Similarity 0.6535 NPC2497
Remote Similarity 0.6535 NPC132631
Remote Similarity 0.6535 NPC103687
Remote Similarity 0.6534 NPC132642
Remote Similarity 0.6533 NPC278874
Remote Similarity 0.6532 NPC470549
Remote Similarity 0.6531 NPC209769
Remote Similarity 0.6529 NPC162484
Remote Similarity 0.6522 NPC65277
Remote Similarity 0.6519 NPC150447
Remote Similarity 0.6518 NPC26679
Remote Similarity 0.6516 NPC193777
Remote Similarity 0.6512 NPC473182
Remote Similarity 0.6512 NPC323198
Remote Similarity 0.6512 NPC180504
Remote Similarity 0.6509 NPC62069
Remote Similarity 0.6502 NPC477806
Remote Similarity 0.6502 NPC477796
Remote Similarity 0.6502 NPC316756
Remote Similarity 0.6502 NPC477805
Remote Similarity 0.6502 NPC477795
Remote Similarity 0.6498 NPC79293
Remote Similarity 0.6498 NPC279401
Remote Similarity 0.6496 NPC125597
Remote Similarity 0.6496 NPC254762
Remote Similarity 0.649 NPC470931
Remote Similarity 0.6489 NPC99891
Remote Similarity 0.6488 NPC135887
Remote Similarity 0.6488 NPC199277
Remote Similarity 0.6478 NPC208284
Remote Similarity 0.6475 NPC472111
Remote Similarity 0.6473 NPC19872
Remote Similarity 0.6463 NPC201697
Remote Similarity 0.6463 NPC174758
Remote Similarity 0.6461 NPC223427
Remote Similarity 0.6461 NPC476138
Remote Similarity 0.6461 NPC245816
Remote Similarity 0.6454 NPC473041
Remote Similarity 0.6454 NPC197141
Remote Similarity 0.6453 NPC314573
Remote Similarity 0.6452 NPC202605
Remote Similarity 0.6452 NPC94157
Remote Similarity 0.6452 NPC112206
Remote Similarity 0.645 NPC41501
Remote Similarity 0.6446 NPC267423
Remote Similarity 0.6446 NPC476044
Remote Similarity 0.6445 NPC110151
Remote Similarity 0.6444 NPC13880
Remote Similarity 0.6443 NPC60621
Remote Similarity 0.6443 NPC310118
Remote Similarity 0.6441 NPC471593
Remote Similarity 0.644 NPC470799
Remote Similarity 0.644 NPC8022
Remote Similarity 0.6437 NPC184680
Remote Similarity 0.6437 NPC472061
Remote Similarity 0.6434 NPC16452
Remote Similarity 0.6434 NPC21461
Remote Similarity 0.6434 NPC36229
Remote Similarity 0.6434 NPC476581
Remote Similarity 0.6432 NPC128823
Remote Similarity 0.6429 NPC224632
Remote Similarity 0.6429 NPC307963
Remote Similarity 0.6426 NPC476287
Remote Similarity 0.6426 NPC478074
Remote Similarity 0.6423 NPC476465
Remote Similarity 0.642 NPC66815
Remote Similarity 0.6417 NPC280272
Remote Similarity 0.6415 NPC228206
Remote Similarity 0.6412 NPC470785
Remote Similarity 0.641 NPC42591
Remote Similarity 0.6409 NPC101543
Remote Similarity 0.6408 NPC471736
Remote Similarity 0.6405 NPC234197
Remote Similarity 0.6403 NPC128115
Remote Similarity 0.6403 NPC477533
Remote Similarity 0.6398 NPC295228
Remote Similarity 0.6397 NPC185782
Remote Similarity 0.6391 NPC288943
Remote Similarity 0.6387 NPC133140
Remote Similarity 0.6387 NPC195268
Remote Similarity 0.6386 NPC264176
Remote Similarity 0.6386 NPC53069
Remote Similarity 0.6386 NPC202768
Remote Similarity 0.6386 NPC296482
Remote Similarity 0.6383 NPC204385
Remote Similarity 0.6381 NPC257851
Remote Similarity 0.6381 NPC51854
Remote Similarity 0.6378 NPC477532
Remote Similarity 0.6378 NPC473317
Remote Similarity 0.6375 NPC251090
Remote Similarity 0.6375 NPC242209
Remote Similarity 0.6375 NPC194967
Remote Similarity 0.6375 NPC477110
Remote Similarity 0.6374 NPC177056
Remote Similarity 0.6371 NPC199667
Remote Similarity 0.637 NPC314882
Remote Similarity 0.6368 NPC26850
Remote Similarity 0.6364 NPC4071
Remote Similarity 0.6364 NPC476578
Remote Similarity 0.6364 NPC132385
Remote Similarity 0.6364 NPC476582
Remote Similarity 0.6364 NPC96890
Remote Similarity 0.636 NPC63109
Remote Similarity 0.6357 NPC252251
Remote Similarity 0.6356 NPC46580
Remote Similarity 0.6353 NPC208522
Remote Similarity 0.635 NPC470784
Remote Similarity 0.6349 NPC267928
Remote Similarity 0.6349 NPC305984
Remote Similarity 0.6348 NPC312872
Remote Similarity 0.6346 NPC49547
Remote Similarity 0.6345 NPC92111
Remote Similarity 0.6343 NPC270515
Remote Similarity 0.6343 NPC9729
Remote Similarity 0.6342 NPC200888
Remote Similarity 0.6342 NPC470018
Remote Similarity 0.6337 NPC176538
Remote Similarity 0.6337 NPC477019
Remote Similarity 0.6337 NPC11017
Remote Similarity 0.6337 NPC329793
Remote Similarity 0.6333 NPC131017
Remote Similarity 0.6331 NPC174672

Drug Structure

External Identifiers

TTD  
DrugBank  
ChEMBL  
IUPHAR/BPS  
PharmaGKB  
KEGG Drug  
PubChem CID  
ChEBI  
CAS Number  

Drug Properties

Molecular Weight  485.16
ALogP  0.6891
MLogP  3
XLogP  3.647
HDA  7
HBD  2
Rotatable Bonds  13
TPSA  92.1
RO5 Violation  0