Drug Information

Drug ID:  NPD4442
Drug Name:  Osi-027
Molecular Formula:  C21H22N6O3
Canonical SMILES:  COc1cccc2c1[nH]c(c2)c1nc(n2c1c(N)ncn2)[C@@H]1CC[C@H](CC1)C(=O)O
Standard InCHI:  InChI=1S/C21H22N6O3/c1-30-15-4-2-3-13-9-14(25-16(13)15)17-18-19(22)23-10-24-27(18)20(26-17)11-5-7-12(8-6-11)21(28)29/h2-4,9-12,25H,5-8H2,1H3,(H,28,29)(H2,22,23,24)/t11-,12-
Standard InCHIKey:  JROFGZPOBKIAEW-HAQNSBGRSA-N
Max Developmental Stage:  Phase 2
Max Developmental Stage Source:  ChEMBL

  Structural Similarity Between NPASS Natural Products and NPD4442

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 0.78 NPC295452
Intermediate Similarity 0.78 NPC171393
Intermediate Similarity 0.7551 NPC130570
Intermediate Similarity 0.755 NPC101543
Intermediate Similarity 0.7548 NPC74619
Intermediate Similarity 0.748 NPC469554
Intermediate Similarity 0.7469 NPC476287
Intermediate Similarity 0.7405 NPC53534
Intermediate Similarity 0.7384 NPC476138
Intermediate Similarity 0.7384 NPC245816
Intermediate Similarity 0.7381 NPC180504
Intermediate Similarity 0.7291 NPC314954
Intermediate Similarity 0.728 NPC472066
Intermediate Similarity 0.728 NPC26543
Intermediate Similarity 0.728 NPC472067
Intermediate Similarity 0.728 NPC472031
Intermediate Similarity 0.7266 NPC30540
Intermediate Similarity 0.7258 NPC60621
Intermediate Similarity 0.7245 NPC63109
Intermediate Similarity 0.7239 NPC152620
Intermediate Similarity 0.7213 NPC26679
Intermediate Similarity 0.7195 NPC470799
Intermediate Similarity 0.7195 NPC8022
Intermediate Similarity 0.7195 NPC62995
Intermediate Similarity 0.716 NPC185782
Intermediate Similarity 0.7149 NPC132642
Intermediate Similarity 0.7143 NPC148889
Intermediate Similarity 0.7143 NPC94157
Intermediate Similarity 0.7137 NPC473186
Intermediate Similarity 0.7115 NPC39092
Intermediate Similarity 0.7115 NPC257851
Intermediate Similarity 0.7098 NPC260434
Intermediate Similarity 0.7098 NPC160666
Intermediate Similarity 0.7095 NPC223427
Intermediate Similarity 0.7095 NPC475774
Intermediate Similarity 0.7093 NPC15801
Intermediate Similarity 0.7082 NPC39370
Intermediate Similarity 0.7073 NPC471603
Intermediate Similarity 0.7068 NPC184408
Intermediate Similarity 0.7066 NPC101350
Intermediate Similarity 0.705 NPC473312
Intermediate Similarity 0.7042 NPC19872
Intermediate Similarity 0.7027 NPC235685
Intermediate Similarity 0.7008 NPC472068
Intermediate Similarity 0.7004 NPC473180
Intermediate Similarity 0.7 NPC476167
Remote Similarity 0.6992 NPC199667
Remote Similarity 0.6981 NPC63971
Remote Similarity 0.6981 NPC91868
Remote Similarity 0.698 NPC473185
Remote Similarity 0.698 NPC187145
Remote Similarity 0.698 NPC157931
Remote Similarity 0.6976 NPC39500
Remote Similarity 0.6972 NPC193267
Remote Similarity 0.6972 NPC473179
Remote Similarity 0.6972 NPC213530
Remote Similarity 0.6971 NPC176538
Remote Similarity 0.6958 NPC192315
Remote Similarity 0.6951 NPC473181
Remote Similarity 0.695 NPC182222
Remote Similarity 0.6947 NPC477066
Remote Similarity 0.6932 NPC96321
Remote Similarity 0.6926 NPC258048
Remote Similarity 0.6923 NPC167860
Remote Similarity 0.6923 NPC5145
Remote Similarity 0.6923 NPC123976
Remote Similarity 0.6923 NPC471304
Remote Similarity 0.692 NPC477067
Remote Similarity 0.692 NPC478082
Remote Similarity 0.692 NPC478081
Remote Similarity 0.6911 NPC476465
Remote Similarity 0.6906 NPC178858
Remote Similarity 0.6906 NPC77101
Remote Similarity 0.6905 NPC292958
Remote Similarity 0.69 NPC150447
Remote Similarity 0.69 NPC478006
Remote Similarity 0.6892 NPC304926
Remote Similarity 0.6892 NPC476041
Remote Similarity 0.6891 NPC51854
Remote Similarity 0.6891 NPC165964
Remote Similarity 0.689 NPC144452
Remote Similarity 0.6887 NPC274640
Remote Similarity 0.688 NPC471891
Remote Similarity 0.6875 NPC132631
Remote Similarity 0.6875 NPC103687
Remote Similarity 0.6873 NPC315467
Remote Similarity 0.687 NPC41679
Remote Similarity 0.6865 NPC303658
Remote Similarity 0.6862 NPC475190
Remote Similarity 0.686 NPC18487
Remote Similarity 0.686 NPC128823
Remote Similarity 0.6857 NPC475070
Remote Similarity 0.6854 NPC9729
Remote Similarity 0.6852 NPC478080
Remote Similarity 0.685 NPC310118
Remote Similarity 0.6848 NPC478010
Remote Similarity 0.6848 NPC323244
Remote Similarity 0.6848 NPC478009
Remote Similarity 0.6836 NPC125597
Remote Similarity 0.6835 NPC242928
Remote Similarity 0.6834 NPC476451
Remote Similarity 0.6834 NPC474688
Remote Similarity 0.6827 NPC187501
Remote Similarity 0.6823 NPC117980
Remote Similarity 0.6822 NPC471762
Remote Similarity 0.6818 NPC475844
Remote Similarity 0.6816 NPC17437
Remote Similarity 0.6813 NPC118228
Remote Similarity 0.6808 NPC474192
Remote Similarity 0.6808 NPC207686
Remote Similarity 0.6808 NPC475720
Remote Similarity 0.6807 NPC477633
Remote Similarity 0.6803 NPC232727
Remote Similarity 0.68 NPC472098
Remote Similarity 0.6798 NPC473041
Remote Similarity 0.6797 NPC122436
Remote Similarity 0.6797 NPC229893
Remote Similarity 0.6794 NPC295228
Remote Similarity 0.6792 NPC473540
Remote Similarity 0.6786 NPC152768
Remote Similarity 0.6786 NPC148183
Remote Similarity 0.6784 NPC473317
Remote Similarity 0.6782 NPC141053
Remote Similarity 0.6772 NPC308906
Remote Similarity 0.6768 NPC473183
Remote Similarity 0.676 NPC208284
Remote Similarity 0.676 NPC242923
Remote Similarity 0.6759 NPC305984
Remote Similarity 0.6756 NPC473184
Remote Similarity 0.6753 NPC314882
Remote Similarity 0.6748 NPC476098
Remote Similarity 0.6745 NPC225279
Remote Similarity 0.6745 NPC472099
Remote Similarity 0.6744 NPC319232
Remote Similarity 0.6744 NPC24370
Remote Similarity 0.6743 NPC328924
Remote Similarity 0.674 NPC475746
Remote Similarity 0.6734 NPC321428
Remote Similarity 0.6733 NPC118940
Remote Similarity 0.6732 NPC51388
Remote Similarity 0.6723 NPC474798
Remote Similarity 0.6721 NPC285558
Remote Similarity 0.6721 NPC470500
Remote Similarity 0.6719 NPC469928
Remote Similarity 0.6719 NPC36405
Remote Similarity 0.6718 NPC110151
Remote Similarity 0.6715 NPC314056
Remote Similarity 0.6708 NPC267928
Remote Similarity 0.6707 NPC266249
Remote Similarity 0.6706 NPC282247
Remote Similarity 0.6706 NPC471080
Remote Similarity 0.6706 NPC469592
Remote Similarity 0.6705 NPC184680
Remote Similarity 0.6705 NPC475253
Remote Similarity 0.6702 NPC314222
Remote Similarity 0.6702 NPC196449
Remote Similarity 0.6692 NPC66777
Remote Similarity 0.668 NPC323969
Remote Similarity 0.6679 NPC470785
Remote Similarity 0.6679 NPC208522
Remote Similarity 0.6679 NPC81939
Remote Similarity 0.6679 NPC56271
Remote Similarity 0.6667 NPC478011
Remote Similarity 0.6667 NPC478012
Remote Similarity 0.6654 NPC323752
Remote Similarity 0.6654 NPC170114
Remote Similarity 0.6654 NPC475666
Remote Similarity 0.6654 NPC473182
Remote Similarity 0.6654 NPC6215
Remote Similarity 0.6654 NPC475816
Remote Similarity 0.6654 NPC477861
Remote Similarity 0.6653 NPC307963
Remote Similarity 0.6653 NPC123839
Remote Similarity 0.6643 NPC314176
Remote Similarity 0.6643 NPC478013
Remote Similarity 0.6642 NPC285343
Remote Similarity 0.6642 NPC184225
Remote Similarity 0.6642 NPC28945
Remote Similarity 0.6641 NPC21638
Remote Similarity 0.6641 NPC179287
Remote Similarity 0.6641 NPC208084
Remote Similarity 0.6641 NPC474701
Remote Similarity 0.6641 NPC250178
Remote Similarity 0.664 NPC287208
Remote Similarity 0.664 NPC478074
Remote Similarity 0.663 NPC161801
Remote Similarity 0.6628 NPC33949
Remote Similarity 0.6628 NPC311906
Remote Similarity 0.6628 NPC194740
Remote Similarity 0.6627 NPC312645
Remote Similarity 0.6627 NPC300156
Remote Similarity 0.6625 NPC230805
Remote Similarity 0.6617 NPC470784
Remote Similarity 0.6616 NPC49547
Remote Similarity 0.6614 NPC470549
Remote Similarity 0.6614 NPC50511
Remote Similarity 0.6612 NPC324149
Remote Similarity 0.6606 NPC303374
Remote Similarity 0.6603 NPC326363
Remote Similarity 0.6602 NPC469594

Drug Structure

External Identifiers

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

Drug Properties

Molecular Weight  406.18
ALogP  -0.8771
MLogP  2.78
XLogP  1.911
HDA  8
HBD  3
Rotatable Bonds  7
TPSA  131.42
RO5 Violation  0