Drug Information

Drug ID:  NPD4467
Drug Name:  Navarixin
Molecular Formula:  C21H23N3O5
Canonical SMILES:  CC[C@H](c1ccc(o1)C)NC1=C(C(=O)C1=O)Nc1cccc(c1O)C(=O)N(C)C
Standard InCHI:  InChI=1S/C21H23N3O5/c1-5-13(15-10-9-11(2)29-15)22-16-17(20(27)19(16)26)23-14-8-6-7-12(18(14)25)21(28)24(3)4/h6-10,13,22-23,25H,5H2,1-4H3/t13-/m1/s1
Standard InCHIKey:  RXIUEIPPLAFSDF-CYBMUJFWSA-N
Max Developmental Stage:  Phase 2
Max Developmental Stage Source:  ChEMBL

  Structural Similarity Between NPASS Natural Products and NPD4467

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 0.7537 NPC112937
Intermediate Similarity 0.7363 NPC45389
Intermediate Similarity 0.7356 NPC41216
Intermediate Similarity 0.7323 NPC314659
Intermediate Similarity 0.73 NPC87391
Intermediate Similarity 0.7292 NPC471652
Intermediate Similarity 0.7273 NPC197335
Intermediate Similarity 0.7273 NPC122886
Intermediate Similarity 0.7251 NPC478075
Intermediate Similarity 0.7231 NPC73280
Intermediate Similarity 0.7179 NPC471648
Intermediate Similarity 0.7163 NPC305542
Intermediate Similarity 0.7163 NPC470482
Intermediate Similarity 0.7163 NPC470481
Intermediate Similarity 0.713 NPC30749
Intermediate Similarity 0.7116 NPC218303
Intermediate Similarity 0.7115 NPC100863
Intermediate Similarity 0.7097 NPC176113
Intermediate Similarity 0.7089 NPC198160
Intermediate Similarity 0.7089 NPC212123
Intermediate Similarity 0.7062 NPC15987
Intermediate Similarity 0.7062 NPC288759
Intermediate Similarity 0.7027 NPC251071
Intermediate Similarity 0.7015 NPC270301
Intermediate Similarity 0.7014 NPC214368
Intermediate Similarity 0.701 NPC204867
Intermediate Similarity 0.7005 NPC116178
Remote Similarity 0.6995 NPC313112
Remote Similarity 0.6995 NPC301292
Remote Similarity 0.6995 NPC473422
Remote Similarity 0.6991 NPC474366
Remote Similarity 0.6986 NPC316282
Remote Similarity 0.6977 NPC330683
Remote Similarity 0.6977 NPC329567
Remote Similarity 0.6972 NPC321166
Remote Similarity 0.6972 NPC217903
Remote Similarity 0.6959 NPC199737
Remote Similarity 0.6957 NPC314702
Remote Similarity 0.6957 NPC114039
Remote Similarity 0.6957 NPC206109
Remote Similarity 0.6954 NPC471778
Remote Similarity 0.6942 NPC474059
Remote Similarity 0.6912 NPC235194
Remote Similarity 0.6884 NPC477161
Remote Similarity 0.6872 NPC257763
Remote Similarity 0.6872 NPC265642
Remote Similarity 0.6872 NPC194740
Remote Similarity 0.6872 NPC132874
Remote Similarity 0.6872 NPC138615
Remote Similarity 0.6872 NPC218733
Remote Similarity 0.6864 NPC148391
Remote Similarity 0.6856 NPC301163
Remote Similarity 0.6847 NPC182853
Remote Similarity 0.6847 NPC327005
Remote Similarity 0.6847 NPC134702
Remote Similarity 0.684 NPC241263
Remote Similarity 0.6832 NPC474815
Remote Similarity 0.6828 NPC13249
Remote Similarity 0.6827 NPC1820
Remote Similarity 0.6816 NPC475609
Remote Similarity 0.681 NPC243626
Remote Similarity 0.681 NPC477589
Remote Similarity 0.681 NPC477587
Remote Similarity 0.681 NPC230313
Remote Similarity 0.6806 NPC195787
Remote Similarity 0.6806 NPC246140
Remote Similarity 0.6802 NPC299582
Remote Similarity 0.6798 NPC166169
Remote Similarity 0.6796 NPC150308
Remote Similarity 0.6796 NPC262725
Remote Similarity 0.6792 NPC234933
Remote Similarity 0.6789 NPC477160
Remote Similarity 0.6787 NPC2905
Remote Similarity 0.6787 NPC298449
Remote Similarity 0.678 NPC302235
Remote Similarity 0.6779 NPC283207
Remote Similarity 0.6777 NPC170333
Remote Similarity 0.6759 NPC133156
Remote Similarity 0.6756 NPC76478
Remote Similarity 0.6756 NPC329830
Remote Similarity 0.6756 NPC118189
Remote Similarity 0.6756 NPC7560
Remote Similarity 0.6754 NPC470480
Remote Similarity 0.6754 NPC144691
Remote Similarity 0.6752 NPC477586
Remote Similarity 0.6752 NPC477585
Remote Similarity 0.6752 NPC477588
Remote Similarity 0.6752 NPC477590
Remote Similarity 0.675 NPC112336
Remote Similarity 0.675 NPC474814
Remote Similarity 0.6742 NPC114468
Remote Similarity 0.6726 NPC148124
Remote Similarity 0.6711 NPC285254
Remote Similarity 0.671 NPC196718
Remote Similarity 0.6698 NPC232600
Remote Similarity 0.6698 NPC303214
Remote Similarity 0.6696 NPC314633
Remote Similarity 0.6696 NPC77777
Remote Similarity 0.6695 NPC17160
Remote Similarity 0.6695 NPC313720
Remote Similarity 0.6684 NPC43477
Remote Similarity 0.6683 NPC288305
Remote Similarity 0.6683 NPC472163
Remote Similarity 0.6682 NPC25961
Remote Similarity 0.6681 NPC99724
Remote Similarity 0.6667 NPC1464
Remote Similarity 0.6667 NPC203628
Remote Similarity 0.6667 NPC100573
Remote Similarity 0.6667 NPC207873
Remote Similarity 0.6667 NPC22476
Remote Similarity 0.6667 NPC473007
Remote Similarity 0.6667 NPC241392
Remote Similarity 0.6667 NPC219397
Remote Similarity 0.6667 NPC128683
Remote Similarity 0.6652 NPC126556
Remote Similarity 0.6651 NPC472287
Remote Similarity 0.6651 NPC472286
Remote Similarity 0.665 NPC93653
Remote Similarity 0.6638 NPC102593
Remote Similarity 0.6635 NPC473004
Remote Similarity 0.6634 NPC298320
Remote Similarity 0.6634 NPC70092
Remote Similarity 0.6632 NPC314223
Remote Similarity 0.6631 NPC181526
Remote Similarity 0.6623 NPC205372
Remote Similarity 0.6622 NPC87560
Remote Similarity 0.6622 NPC195120
Remote Similarity 0.6621 NPC222561
Remote Similarity 0.6621 NPC308943
Remote Similarity 0.662 NPC108847
Remote Similarity 0.662 NPC469732
Remote Similarity 0.6619 NPC473008
Remote Similarity 0.6619 NPC5630
Remote Similarity 0.6618 NPC315631
Remote Similarity 0.6609 NPC248903
Remote Similarity 0.6607 NPC471531
Remote Similarity 0.6606 NPC163829
Remote Similarity 0.6606 NPC87714
Remote Similarity 0.6606 NPC268077
Remote Similarity 0.6592 NPC268223
Remote Similarity 0.6582 NPC471649
Remote Similarity 0.6579 NPC478141
Remote Similarity 0.6577 NPC471532
Remote Similarity 0.6577 NPC295479
Remote Similarity 0.6577 NPC220337
Remote Similarity 0.6577 NPC220241
Remote Similarity 0.6577 NPC146418
Remote Similarity 0.6569 NPC8467
Remote Similarity 0.6569 NPC208522
Remote Similarity 0.6567 NPC471651
Remote Similarity 0.6565 NPC26928
Remote Similarity 0.6564 NPC150239
Remote Similarity 0.6562 NPC66191
Remote Similarity 0.6562 NPC316297
Remote Similarity 0.6562 NPC314817
Remote Similarity 0.6562 NPC55470
Remote Similarity 0.656 NPC207971
Remote Similarity 0.656 NPC473460
Remote Similarity 0.6553 NPC154922
Remote Similarity 0.6549 NPC303658
Remote Similarity 0.6547 NPC119722
Remote Similarity 0.6545 NPC321428
Remote Similarity 0.6543 NPC47986
Remote Similarity 0.6528 NPC317727
Remote Similarity 0.6527 NPC316224
Remote Similarity 0.6522 NPC115588
Remote Similarity 0.652 NPC470548
Remote Similarity 0.6516 NPC285192
Remote Similarity 0.6516 NPC244543
Remote Similarity 0.6515 NPC133817
Remote Similarity 0.6515 NPC476443
Remote Similarity 0.6512 NPC24228
Remote Similarity 0.6505 NPC475094
Remote Similarity 0.65 NPC158551
Remote Similarity 0.65 NPC139506
Remote Similarity 0.65 NPC189116
Remote Similarity 0.65 NPC292143
Remote Similarity 0.6495 NPC469816
Remote Similarity 0.6495 NPC469815
Remote Similarity 0.6491 NPC118154
Remote Similarity 0.6491 NPC157983
Remote Similarity 0.6489 NPC319645
Remote Similarity 0.6486 NPC475133
Remote Similarity 0.6485 NPC469451
Remote Similarity 0.6484 NPC317572
Remote Similarity 0.6483 NPC291173
Remote Similarity 0.6481 NPC71124
Remote Similarity 0.6479 NPC204970
Remote Similarity 0.6476 NPC247803
Remote Similarity 0.6473 NPC85613
Remote Similarity 0.6473 NPC283810
Remote Similarity 0.6473 NPC5167
Remote Similarity 0.6473 NPC127996
Remote Similarity 0.6471 NPC41501
Remote Similarity 0.6462 NPC174629
Remote Similarity 0.646 NPC234772
Remote Similarity 0.6457 NPC269449
Remote Similarity 0.6456 NPC6786
Remote Similarity 0.6456 NPC184680
Remote Similarity 0.6449 NPC470485

Drug Structure

External Identifiers

TTD   DCL000980; DCL000924
DrugBank  
ChEMBL  
IUPHAR/BPS  
PharmaGKB  
KEGG Drug  
PubChem CID   9865554
ChEBI  
CAS Number  

Drug Properties

Molecular Weight  397.16
ALogP  -2.6864
MLogP  2.89
XLogP  3.893
HDA  6
HBD  3
Rotatable Bonds  13
TPSA  111.88
RO5 Violation  0