Drug Information

Drug ID:  NPD8272
Drug Name:  Barusiban
Molecular Formula:  C40H63N9O8S
Canonical SMILES:  NCCC[C@H](N(C(=O)[C@@H]1CCSCCC(=N[C@H](Cc2c[nH]c3c2cccc3)C(=N[C@H](C(=N[C@H](C(=N[C@H](C(=N1)O)CC(=N)O)O)[C@@H](CC)C)O)[C@H](CC)C)O)O)C)CO
Standard InCHI:  InChI=1S/C40H63N9O8S/c1-6-23(3)34-38(55)46-31(20-32(42)51)36(53)45-29(40(57)49(5)26(22-50)11-10-16-41)14-17-58-18-15-33(52)44-30(19-25-21-43-28-13-9-8-12-27(25)28)37(54)47-35(24(4)7-2)39(56)48-34/h8-9,12-13,21,23-24,26,29-31,34-35,43,50H,6-7,10-11,14-20,22,41H2,1-5H3,(H2,42,51)(H,44,52)(H,45,53)(H,46,55)(H,47,54)(H,48,56)/t23-,24+,26+,29+,30-,31+,34+,35+/m1/s1
Standard InCHIKey:  UGNGRKKDUVKQDF-IHOMMZCZSA-N
Max Developmental Stage:  Phase 2
Max Developmental Stage Source:  ChEMBL

  Structural Similarity Between NPASS Natural Products and NPD8272

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 0.9149 NPC155143
High Similarity 0.914 NPC473640
High Similarity 0.9096 NPC475506
High Similarity 0.9021 NPC75726
High Similarity 0.9021 NPC110602
High Similarity 0.9021 NPC31385
High Similarity 0.8989 NPC100321
High Similarity 0.8913 NPC213629
High Similarity 0.8769 NPC107077
High Similarity 0.8769 NPC223791
High Similarity 0.8737 NPC171317
High Similarity 0.8731 NPC75634
High Similarity 0.8667 NPC54420
High Similarity 0.8602 NPC94752
High Similarity 0.8594 NPC293917
High Similarity 0.8586 NPC320968
High Similarity 0.8579 NPC162860
High Similarity 0.8564 NPC314603
Intermediate Similarity 0.8482 NPC294693
Intermediate Similarity 0.8477 NPC323927
Intermediate Similarity 0.8374 NPC79386
Intermediate Similarity 0.8349 NPC478028
Intermediate Similarity 0.8343 NPC160105
Intermediate Similarity 0.8342 NPC163055
Intermediate Similarity 0.8333 NPC281049
Intermediate Similarity 0.8309 NPC64216
Intermediate Similarity 0.83 NPC478158
Intermediate Similarity 0.8298 NPC228835
Intermediate Similarity 0.8283 NPC473376
Intermediate Similarity 0.8271 NPC478029
Intermediate Similarity 0.8229 NPC243716
Intermediate Similarity 0.8229 NPC117244
Intermediate Similarity 0.8229 NPC473763
Intermediate Similarity 0.8226 NPC248454
Intermediate Similarity 0.8201 NPC165495
Intermediate Similarity 0.8182 NPC476874
Intermediate Similarity 0.8173 NPC470497
Intermediate Similarity 0.8168 NPC17059
Intermediate Similarity 0.8137 NPC54744
Intermediate Similarity 0.8098 NPC478157
Intermediate Similarity 0.8095 NPC233936
Intermediate Similarity 0.8085 NPC11126
Intermediate Similarity 0.8043 NPC474561
Intermediate Similarity 0.8043 NPC49954
Intermediate Similarity 0.8011 NPC469762
Intermediate Similarity 0.7989 NPC126709
Intermediate Similarity 0.7989 NPC248041
Intermediate Similarity 0.7989 NPC283219
Intermediate Similarity 0.7979 NPC267885
Intermediate Similarity 0.7956 NPC469785
Intermediate Similarity 0.7946 NPC54988
Intermediate Similarity 0.7937 NPC84827
Intermediate Similarity 0.7937 NPC145885
Intermediate Similarity 0.7937 NPC14113
Intermediate Similarity 0.7927 NPC235684
Intermediate Similarity 0.7927 NPC474707
Intermediate Similarity 0.7926 NPC149155
Intermediate Similarity 0.7926 NPC203468
Intermediate Similarity 0.7926 NPC110500
Intermediate Similarity 0.7917 NPC63279
Intermediate Similarity 0.7901 NPC80597
Intermediate Similarity 0.7901 NPC212376
Intermediate Similarity 0.7901 NPC75540
Intermediate Similarity 0.7901 NPC70922
Intermediate Similarity 0.7901 NPC211572
Intermediate Similarity 0.7895 NPC477714
Intermediate Similarity 0.7889 NPC470499
Intermediate Similarity 0.7887 NPC319232
Intermediate Similarity 0.7887 NPC24370
Intermediate Similarity 0.788 NPC282231
Intermediate Similarity 0.788 NPC297642
Intermediate Similarity 0.787 NPC89987
Intermediate Similarity 0.7867 NPC153400
Intermediate Similarity 0.786 NPC326363
Intermediate Similarity 0.786 NPC69843
Intermediate Similarity 0.7846 NPC65215
Intermediate Similarity 0.7846 NPC173028
Intermediate Similarity 0.7845 NPC469763
Intermediate Similarity 0.7845 NPC25008
Intermediate Similarity 0.7845 NPC73952
Intermediate Similarity 0.7845 NPC469765
Intermediate Similarity 0.7845 NPC259644
Intermediate Similarity 0.7845 NPC469786
Intermediate Similarity 0.7845 NPC469760
Intermediate Similarity 0.7839 NPC272483
Intermediate Similarity 0.7838 NPC311276
Intermediate Similarity 0.7831 NPC469938
Intermediate Similarity 0.7826 NPC279918
Intermediate Similarity 0.7807 NPC201700
Intermediate Similarity 0.7807 NPC63751
Intermediate Similarity 0.7795 NPC317030
Intermediate Similarity 0.7795 NPC204565
Intermediate Similarity 0.7772 NPC300183
Intermediate Similarity 0.7762 NPC477715
Intermediate Similarity 0.776 NPC91179
Intermediate Similarity 0.7755 NPC321708
Intermediate Similarity 0.7747 NPC200214
Intermediate Similarity 0.7742 NPC40779
Intermediate Similarity 0.7742 NPC194640
Intermediate Similarity 0.7734 NPC193761
Intermediate Similarity 0.7717 NPC325976
Intermediate Similarity 0.7714 NPC471192
Intermediate Similarity 0.7713 NPC78020
Intermediate Similarity 0.7706 NPC165743
Intermediate Similarity 0.7692 NPC216713
Intermediate Similarity 0.7688 NPC474177
Intermediate Similarity 0.7676 NPC230869
Intermediate Similarity 0.7671 NPC323752
Intermediate Similarity 0.7661 NPC475969
Intermediate Similarity 0.7661 NPC474877
Intermediate Similarity 0.7661 NPC475859
Intermediate Similarity 0.7656 NPC153980
Intermediate Similarity 0.7656 NPC59269
Intermediate Similarity 0.7656 NPC6865
Intermediate Similarity 0.765 NPC133366
Intermediate Similarity 0.7629 NPC71037
Intermediate Similarity 0.7626 NPC95783
Intermediate Similarity 0.7621 NPC477630
Intermediate Similarity 0.7621 NPC477635
Intermediate Similarity 0.7617 NPC213468
Intermediate Similarity 0.7615 NPC470730
Intermediate Similarity 0.7615 NPC477175
Intermediate Similarity 0.7615 NPC477176
Intermediate Similarity 0.7615 NPC470729
Intermediate Similarity 0.7608 NPC72956
Intermediate Similarity 0.7607 NPC314056
Intermediate Similarity 0.7593 NPC19170
Intermediate Similarity 0.7592 NPC472123
Intermediate Similarity 0.7583 NPC313640
Intermediate Similarity 0.7581 NPC155444
Intermediate Similarity 0.758 NPC477177
Intermediate Similarity 0.7574 NPC262898
Intermediate Similarity 0.7571 NPC471194
Intermediate Similarity 0.7571 NPC471193
Intermediate Similarity 0.7565 NPC68354
Intermediate Similarity 0.7547 NPC470732
Intermediate Similarity 0.7547 NPC470731
Intermediate Similarity 0.7536 NPC229348
Intermediate Similarity 0.7535 NPC473317
Intermediate Similarity 0.7532 NPC263117
Intermediate Similarity 0.7532 NPC125181
Intermediate Similarity 0.7532 NPC242872
Intermediate Similarity 0.7527 NPC471957
Intermediate Similarity 0.7526 NPC219336
Intermediate Similarity 0.7525 NPC179701
Intermediate Similarity 0.7514 NPC314372
Intermediate Similarity 0.7513 NPC280290
Intermediate Similarity 0.7513 NPC15102
Intermediate Similarity 0.7511 NPC478013
Intermediate Similarity 0.7489 NPC297862
Intermediate Similarity 0.7488 NPC229332
Intermediate Similarity 0.7487 NPC300688
Intermediate Similarity 0.7475 NPC315555
Intermediate Similarity 0.7474 NPC151939
Intermediate Similarity 0.7474 NPC15573
Intermediate Similarity 0.7474 NPC217372
Intermediate Similarity 0.7474 NPC183662
Intermediate Similarity 0.7464 NPC314957
Intermediate Similarity 0.7461 NPC37423
Intermediate Similarity 0.7461 NPC275305
Intermediate Similarity 0.746 NPC102423
Intermediate Similarity 0.7446 NPC105818
Intermediate Similarity 0.7446 NPC24678
Intermediate Similarity 0.7438 NPC11445
Intermediate Similarity 0.7436 NPC55772
Intermediate Similarity 0.7435 NPC317430
Intermediate Similarity 0.7431 NPC125597
Intermediate Similarity 0.7429 NPC271862
Intermediate Similarity 0.7411 NPC28945
Intermediate Similarity 0.7411 NPC469358
Intermediate Similarity 0.7411 NPC48938
Intermediate Similarity 0.7411 NPC472108
Intermediate Similarity 0.7411 NPC139291
Intermediate Similarity 0.7409 NPC56109
Intermediate Similarity 0.7409 NPC313791
Intermediate Similarity 0.7409 NPC191382
Intermediate Similarity 0.7405 NPC470823
Intermediate Similarity 0.7403 NPC190296
Intermediate Similarity 0.74 NPC175474
Intermediate Similarity 0.7398 NPC469896
Intermediate Similarity 0.7389 NPC195239
Intermediate Similarity 0.7389 NPC157828
Intermediate Similarity 0.7386 NPC478012
Intermediate Similarity 0.7386 NPC478011
Intermediate Similarity 0.7385 NPC111275
Intermediate Similarity 0.7385 NPC64436
Intermediate Similarity 0.7381 NPC258062
Intermediate Similarity 0.7381 NPC127677
Intermediate Similarity 0.738 NPC285469
Intermediate Similarity 0.7356 NPC98715
Intermediate Similarity 0.7355 NPC314176
Intermediate Similarity 0.7354 NPC131718
Intermediate Similarity 0.7348 NPC469766
Intermediate Similarity 0.7347 NPC176199
Intermediate Similarity 0.7347 NPC248462
Intermediate Similarity 0.7347 NPC215795
Intermediate Similarity 0.734 NPC267343
Intermediate Similarity 0.7337 NPC163421
Intermediate Similarity 0.7337 NPC188387
Intermediate Similarity 0.7333 NPC225821

Drug Structure

External Identifiers

TTD   DIB014463
DrugBank  
ChEMBL  
IUPHAR/BPS  
PharmaGKB  
KEGG Drug  
PubChem CID  
ChEBI  
CAS Number  

Drug Properties

Molecular Weight  829.45
ALogP  -3.7902
MLogP  3.88
XLogP  2.871
HDA  17
HBD  10
Rotatable Bonds  28
TPSA  314.68
RO5 Violation  3