Drug Information

Drug ID:  NPD1653
Drug Name:  Esculin
Molecular Formula:  C15H16O9
Canonical SMILES:  OC[C@H]1O[C@@H](Oc2cc3ccc(=O)oc3cc2O)[C@@H]([C@H]([C@@H]1O)O)O
Standard InCHI:  InChI=1S/C15H16O9/c16-5-10-12(19)13(20)14(21)15(24-10)23-9-3-6-1-2-11(18)22-8(6)4-7(9)17/h1-4,10,12-17,19-21H,5H2/t10-,12-,13+,14-,15-/m1/s1
Standard InCHIKey:  XHCADAYNFIFUHF-TVKJYDDYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  DrugBank

  Structural Similarity Between NPASS Natural Products and NPD1653

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 1.0 NPC212670
High Similarity 1.0 NPC313334
High Similarity 1.0 NPC206264
High Similarity 0.986 NPC213197
High Similarity 0.9858 NPC41844
High Similarity 0.965 NPC96294
High Similarity 0.9517 NPC114740
High Similarity 0.9444 NPC52740
High Similarity 0.9379 NPC478237
High Similarity 0.9324 NPC150442
High Similarity 0.9257 NPC176186
High Similarity 0.9257 NPC169404
High Similarity 0.9257 NPC53587
High Similarity 0.9252 NPC21184
High Similarity 0.9252 NPC294522
High Similarity 0.9252 NPC120426
High Similarity 0.9252 NPC205727
High Similarity 0.9247 NPC93924
High Similarity 0.9241 NPC199928
High Similarity 0.9236 NPC232228
High Similarity 0.9236 NPC292443
High Similarity 0.9184 NPC106138
High Similarity 0.9184 NPC30688
High Similarity 0.9184 NPC176903
High Similarity 0.9172 NPC476450
High Similarity 0.9167 NPC252169
High Similarity 0.9155 NPC13067
High Similarity 0.9149 NPC186418
High Similarity 0.9149 NPC103409
High Similarity 0.9139 NPC284810
High Similarity 0.9128 NPC476352
High Similarity 0.9128 NPC215060
High Similarity 0.9116 NPC476348
High Similarity 0.9116 NPC187398
High Similarity 0.9097 NPC145319
High Similarity 0.9091 NPC202700
High Similarity 0.9085 NPC52086
High Similarity 0.9085 NPC139548
High Similarity 0.9085 NPC148835
High Similarity 0.9085 NPC76336
High Similarity 0.9085 NPC20511
High Similarity 0.9085 NPC95162
High Similarity 0.9048 NPC476347
High Similarity 0.9048 NPC15577
High Similarity 0.9034 NPC478239
High Similarity 0.9028 NPC300611
High Similarity 0.9028 NPC186406
High Similarity 0.9021 NPC100389
High Similarity 0.9021 NPC43500
High Similarity 0.9021 NPC164148
High Similarity 0.9014 NPC82271
High Similarity 0.9014 NPC126682
High Similarity 0.9 NPC470264
High Similarity 0.9 NPC264875
High Similarity 0.9 NPC120774
High Similarity 0.9 NPC163598
High Similarity 0.8973 NPC297342
High Similarity 0.8966 NPC475084
High Similarity 0.8966 NPC157816
High Similarity 0.8919 NPC227902
High Similarity 0.8904 NPC138212
High Similarity 0.8897 NPC215512
High Similarity 0.8897 NPC476442
High Similarity 0.8881 NPC37468
High Similarity 0.8881 NPC104167
High Similarity 0.8881 NPC157554
High Similarity 0.8873 NPC309953
High Similarity 0.8873 NPC92830
High Similarity 0.8865 NPC137949
High Similarity 0.8859 NPC175976
High Similarity 0.8851 NPC205361
High Similarity 0.8844 NPC471763
High Similarity 0.8836 NPC140502
High Similarity 0.8828 NPC210478
High Similarity 0.8819 NPC20796
High Similarity 0.8819 NPC65530
High Similarity 0.8819 NPC59324
High Similarity 0.8811 NPC185778
High Similarity 0.8803 NPC26673
High Similarity 0.88 NPC283839
High Similarity 0.88 NPC90896
High Similarity 0.8794 NPC73738
High Similarity 0.8794 NPC166168
High Similarity 0.8784 NPC476864
High Similarity 0.8784 NPC476869
High Similarity 0.8784 NPC475096
High Similarity 0.8784 NPC226722
High Similarity 0.8784 NPC476866
High Similarity 0.8784 NPC476868
High Similarity 0.8784 NPC85624
High Similarity 0.8782 NPC311803
High Similarity 0.8782 NPC472859
High Similarity 0.8782 NPC25389
High Similarity 0.8776 NPC7439
High Similarity 0.8776 NPC256555
High Similarity 0.8776 NPC236419
High Similarity 0.8776 NPC110067
High Similarity 0.8776 NPC91492
High Similarity 0.8776 NPC34245
High Similarity 0.8774 NPC287872
High Similarity 0.8774 NPC74319
High Similarity 0.8767 NPC469661
High Similarity 0.8759 NPC226005
High Similarity 0.8759 NPC98777
High Similarity 0.8759 NPC212770
High Similarity 0.8758 NPC8712
High Similarity 0.8758 NPC163165
High Similarity 0.875 NPC166180
High Similarity 0.875 NPC203230
High Similarity 0.875 NPC242028
High Similarity 0.8741 NPC87696
High Similarity 0.8741 NPC7163
High Similarity 0.8733 NPC169510
High Similarity 0.8732 NPC137669
High Similarity 0.8732 NPC470270
High Similarity 0.8732 NPC299144
High Similarity 0.8725 NPC40222
High Similarity 0.8725 NPC125755
High Similarity 0.8725 NPC476865
High Similarity 0.8725 NPC99515
High Similarity 0.8725 NPC268515
High Similarity 0.8725 NPC190714
High Similarity 0.8718 NPC119125
High Similarity 0.8718 NPC166277
High Similarity 0.8716 NPC469313
High Similarity 0.8716 NPC138227
High Similarity 0.8716 NPC476867
High Similarity 0.8716 NPC168579
High Similarity 0.8716 NPC76176
High Similarity 0.8707 NPC189115
High Similarity 0.8707 NPC469559
High Similarity 0.8704 NPC84482
High Similarity 0.8704 NPC169645
High Similarity 0.8693 NPC310661
High Similarity 0.8693 NPC105827
High Similarity 0.869 NPC124149
High Similarity 0.869 NPC38874
High Similarity 0.8681 NPC240915
High Similarity 0.8671 NPC132895
High Similarity 0.8671 NPC241341
High Similarity 0.8671 NPC233018
High Similarity 0.8671 NPC49074
High Similarity 0.8671 NPC277021
High Similarity 0.8671 NPC36437
High Similarity 0.8667 NPC296377
High Similarity 0.8667 NPC231149
High Similarity 0.8667 NPC87950
High Similarity 0.8667 NPC471764
High Similarity 0.8662 NPC217950
High Similarity 0.8658 NPC277867
High Similarity 0.8658 NPC34587
High Similarity 0.8658 NPC100998
High Similarity 0.8658 NPC252292
High Similarity 0.8658 NPC161700
High Similarity 0.8658 NPC34927
High Similarity 0.8658 NPC476382
High Similarity 0.8654 NPC289811
High Similarity 0.8654 NPC160780
High Similarity 0.8649 NPC230157
High Similarity 0.8649 NPC37793
High Similarity 0.8627 NPC289967
High Similarity 0.8627 NPC472611
High Similarity 0.8627 NPC472612
High Similarity 0.8621 NPC164857
High Similarity 0.8621 NPC471664
High Similarity 0.8621 NPC471665
High Similarity 0.8618 NPC476871
High Similarity 0.8611 NPC251981
High Similarity 0.8611 NPC107478
High Similarity 0.8611 NPC48863
High Similarity 0.8611 NPC13745
High Similarity 0.8609 NPC139839
High Similarity 0.8609 NPC48366
High Similarity 0.8608 NPC90905
High Similarity 0.8608 NPC4013
High Similarity 0.8601 NPC162093
High Similarity 0.8599 NPC239966
High Similarity 0.8599 NPC203020
High Similarity 0.8592 NPC244799
High Similarity 0.8592 NPC240722
High Similarity 0.8591 NPC110063
High Similarity 0.8591 NPC25292
High Similarity 0.8591 NPC185127
High Similarity 0.8591 NPC473045
High Similarity 0.859 NPC1913
High Similarity 0.8582 NPC146540
High Similarity 0.8582 NPC232880
High Similarity 0.8582 NPC40377
High Similarity 0.8581 NPC469564
High Similarity 0.8581 NPC193722
High Similarity 0.8581 NPC278469
High Similarity 0.858 NPC172807
High Similarity 0.858 NPC254540
High Similarity 0.858 NPC211594
High Similarity 0.8571 NPC246893
High Similarity 0.8571 NPC78809
High Similarity 0.8562 NPC126206
High Similarity 0.8553 NPC94777
High Similarity 0.8553 NPC121290
High Similarity 0.8552 NPC73071

Drug Structure

External Identifiers

TTD  
DrugBank   DB13155
ChEMBL   CHEMBL482581
IUPHAR/BPS  
PharmaGKB  
KEGG Drug  
PubChem CID  
ChEBI   4853
CAS Number  531-75-9

Drug Properties

Molecular Weight  340.08
ALogP  -2.3975
MLogP  2.12
XLogP  -0.539
HDA  6
HBD  5
Rotatable Bonds  8
TPSA  145.91
RO5 Violation  0