Drug Information

Drug ID:  NPD949
Drug Name:  Indirubin Sulfate
Molecular Formula:  C13H11N3O2
Canonical SMILES:  COc1ccc2c(c1)/C(=C/c1cnc[nH]1)/C(=N2)O
Standard InCHI:  InChI=1S/C13H11N3O2/c1-18-9-2-3-12-10(5-9)11(13(17)16-12)4-8-6-14-7-15-8/h2-7H,1H3,(H,14,15)(H,16,17)/b11-4-
Standard InCHIKey:  QNUKRWAIZMBVCU-WCIBSUBMSA-N
Max Developmental Stage:  Phase 1
Max Developmental Stage Source:  ChEMBL

  Structural Similarity Between NPASS Natural Products and NPD949

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 0.799 NPC307963
Intermediate Similarity 0.7933 NPC113369
Intermediate Similarity 0.791 NPC251090
Intermediate Similarity 0.7879 NPC296527
Intermediate Similarity 0.7843 NPC176538
Intermediate Similarity 0.7839 NPC76748
Intermediate Similarity 0.7837 NPC476465
Intermediate Similarity 0.781 NPC242923
Intermediate Similarity 0.78 NPC92111
Intermediate Similarity 0.7639 NPC308906
Intermediate Similarity 0.7638 NPC314002
Intermediate Similarity 0.7588 NPC204717
Intermediate Similarity 0.7581 NPC8022
Intermediate Similarity 0.7581 NPC470799
Intermediate Similarity 0.758 NPC130570
Intermediate Similarity 0.7544 NPC295452
Intermediate Similarity 0.7544 NPC171393
Intermediate Similarity 0.7538 NPC220765
Intermediate Similarity 0.7513 NPC184964
Intermediate Similarity 0.7512 NPC171171
Intermediate Similarity 0.7488 NPC266931
Intermediate Similarity 0.7467 NPC39092
Intermediate Similarity 0.7465 NPC12100
Intermediate Similarity 0.7465 NPC185782
Intermediate Similarity 0.7442 NPC316981
Intermediate Similarity 0.744 NPC77555
Intermediate Similarity 0.7416 NPC121772
Intermediate Similarity 0.7416 NPC19872
Intermediate Similarity 0.7409 NPC310118
Intermediate Similarity 0.7393 NPC245816
Intermediate Similarity 0.7393 NPC476138
Intermediate Similarity 0.7381 NPC232727
Intermediate Similarity 0.7361 NPC26679
Intermediate Similarity 0.7361 NPC471603
Intermediate Similarity 0.7343 NPC280638
Intermediate Similarity 0.734 NPC282531
Intermediate Similarity 0.7333 NPC315957
Intermediate Similarity 0.733 NPC99666
Intermediate Similarity 0.733 NPC17305
Intermediate Similarity 0.7327 NPC282247
Intermediate Similarity 0.7318 NPC193267
Intermediate Similarity 0.7318 NPC213530
Intermediate Similarity 0.7311 NPC223427
Intermediate Similarity 0.7295 NPC84853
Intermediate Similarity 0.7284 NPC477795
Intermediate Similarity 0.7284 NPC477805
Intermediate Similarity 0.7284 NPC477806
Intermediate Similarity 0.7284 NPC477796
Intermediate Similarity 0.7277 NPC176127
Intermediate Similarity 0.7277 NPC475070
Intermediate Similarity 0.7244 NPC110151
Intermediate Similarity 0.7225 NPC13880
Intermediate Similarity 0.719 NPC156704
Intermediate Similarity 0.7189 NPC5145
Intermediate Similarity 0.7184 NPC32771
Intermediate Similarity 0.7175 NPC60621
Intermediate Similarity 0.7174 NPC295228
Intermediate Similarity 0.7163 NPC324149
Intermediate Similarity 0.7162 NPC74360
Intermediate Similarity 0.7143 NPC242209
Intermediate Similarity 0.7137 NPC74619
Intermediate Similarity 0.7136 NPC46580
Intermediate Similarity 0.7123 NPC476167
Intermediate Similarity 0.7123 NPC18487
Intermediate Similarity 0.7118 NPC101543
Intermediate Similarity 0.7118 NPC469554
Intermediate Similarity 0.7116 NPC165349
Intermediate Similarity 0.7116 NPC329708
Intermediate Similarity 0.7116 NPC470500
Intermediate Similarity 0.7116 NPC47059
Intermediate Similarity 0.7116 NPC264166
Intermediate Similarity 0.7116 NPC274291
Intermediate Similarity 0.7116 NPC118832
Intermediate Similarity 0.711 NPC167860
Intermediate Similarity 0.711 NPC123976
Intermediate Similarity 0.7097 NPC82548
Intermediate Similarity 0.7095 NPC326634
Intermediate Similarity 0.7091 NPC476287
Intermediate Similarity 0.7089 NPC315491
Intermediate Similarity 0.7089 NPC45459
Intermediate Similarity 0.7085 NPC136924
Intermediate Similarity 0.7078 NPC208284
Intermediate Similarity 0.7075 NPC192315
Intermediate Similarity 0.7074 NPC160666
Intermediate Similarity 0.7067 NPC46970
Intermediate Similarity 0.7042 NPC187558
Intermediate Similarity 0.7039 NPC30540
Intermediate Similarity 0.7028 NPC267928
Intermediate Similarity 0.7009 NPC213308
Intermediate Similarity 0.7004 NPC35761
Remote Similarity 0.6996 NPC476041
Remote Similarity 0.6996 NPC304926
Remote Similarity 0.6987 NPC237978
Remote Similarity 0.6981 NPC222018
Remote Similarity 0.6976 NPC161887
Remote Similarity 0.6972 NPC193238
Remote Similarity 0.6957 NPC163421
Remote Similarity 0.6957 NPC188387
Remote Similarity 0.6955 NPC11464
Remote Similarity 0.6954 NPC131718
Remote Similarity 0.6951 NPC288349
Remote Similarity 0.6943 NPC187145
Remote Similarity 0.6943 NPC323244
Remote Similarity 0.6937 NPC478074
Remote Similarity 0.6923 NPC54981
Remote Similarity 0.6913 NPC156003
Remote Similarity 0.6912 NPC96890
Remote Similarity 0.6912 NPC475774
Remote Similarity 0.6908 NPC284678
Remote Similarity 0.69 NPC49217
Remote Similarity 0.6895 NPC88008
Remote Similarity 0.6894 NPC11408
Remote Similarity 0.6884 NPC102423
Remote Similarity 0.6881 NPC285558
Remote Similarity 0.6875 NPC170114
Remote Similarity 0.6866 NPC135887
Remote Similarity 0.6866 NPC199277
Remote Similarity 0.686 NPC48938
Remote Similarity 0.6858 NPC292958
Remote Similarity 0.6852 NPC329793
Remote Similarity 0.6849 NPC472111
Remote Similarity 0.6842 NPC280272
Remote Similarity 0.6838 NPC182222
Remote Similarity 0.6835 NPC217554
Remote Similarity 0.6832 NPC164664
Remote Similarity 0.683 NPC470549
Remote Similarity 0.6827 NPC84478
Remote Similarity 0.6824 NPC328924
Remote Similarity 0.6816 NPC63109
Remote Similarity 0.6814 NPC469594
Remote Similarity 0.6812 NPC122436
Remote Similarity 0.6812 NPC219963
Remote Similarity 0.6812 NPC266551
Remote Similarity 0.68 NPC476118
Remote Similarity 0.68 NPC162268
Remote Similarity 0.6798 NPC14651
Remote Similarity 0.6798 NPC121658
Remote Similarity 0.6798 NPC473317
Remote Similarity 0.6796 NPC42979
Remote Similarity 0.6789 NPC211813
Remote Similarity 0.6787 NPC71238
Remote Similarity 0.6787 NPC171787
Remote Similarity 0.6786 NPC469592
Remote Similarity 0.6786 NPC471080
Remote Similarity 0.6783 NPC125597
Remote Similarity 0.678 NPC224764
Remote Similarity 0.6778 NPC316756
Remote Similarity 0.6777 NPC472066
Remote Similarity 0.6777 NPC472067
Remote Similarity 0.6777 NPC472031
Remote Similarity 0.6777 NPC472289
Remote Similarity 0.6776 NPC131017
Remote Similarity 0.6774 NPC249040
Remote Similarity 0.6767 NPC314954
Remote Similarity 0.6765 NPC81175
Remote Similarity 0.6765 NPC313791
Remote Similarity 0.6763 NPC472068
Remote Similarity 0.675 NPC284141
Remote Similarity 0.6749 NPC476518
Remote Similarity 0.6742 NPC193777
Remote Similarity 0.6742 NPC321428
Remote Similarity 0.6741 NPC219087
Remote Similarity 0.6729 NPC226202
Remote Similarity 0.6729 NPC106937
Remote Similarity 0.6728 NPC128823
Remote Similarity 0.6724 NPC6215
Remote Similarity 0.6724 NPC157931
Remote Similarity 0.6716 NPC85482
Remote Similarity 0.6716 NPC311276
Remote Similarity 0.6715 NPC88363
Remote Similarity 0.6713 NPC224928
Remote Similarity 0.6712 NPC287208
Remote Similarity 0.6711 NPC477610
Remote Similarity 0.6711 NPC250178
Remote Similarity 0.671 NPC245348
Remote Similarity 0.6694 NPC41982
Remote Similarity 0.6682 NPC476098
Remote Similarity 0.6682 NPC174672
Remote Similarity 0.6682 NPC174758
Remote Similarity 0.6681 NPC207686
Remote Similarity 0.6681 NPC132642
Remote Similarity 0.668 NPC78609
Remote Similarity 0.6667 NPC467439
Remote Similarity 0.6667 NPC54537
Remote Similarity 0.6667 NPC91868
Remote Similarity 0.6667 NPC63971
Remote Similarity 0.6667 NPC128084
Remote Similarity 0.6653 NPC471614
Remote Similarity 0.6653 NPC150447
Remote Similarity 0.6652 NPC471304
Remote Similarity 0.6651 NPC477891
Remote Similarity 0.665 NPC300238
Remote Similarity 0.6639 NPC26543
Remote Similarity 0.6639 NPC235685
Remote Similarity 0.6639 NPC15801
Remote Similarity 0.6638 NPC260434
Remote Similarity 0.6636 NPC70956
Remote Similarity 0.6636 NPC243834
Remote Similarity 0.6623 NPC470501
Remote Similarity 0.6622 NPC476124

Drug Structure

External Identifiers

TTD   DNC001389
DrugBank   DB03428
ChEMBL   CHEMBL258805
IUPHAR/BPS  
PharmaGKB  
KEGG Drug  
PubChem CID  
ChEBI  
CAS Number  

Drug Properties

Molecular Weight  241.09
ALogP  -0.2816
MLogP  2.34
XLogP  1.884
HDA  4
HBD  2
Rotatable Bonds  4
TPSA  70.5
RO5 Violation  0