Drug Information

Drug ID:  NPD2388
Drug Name:  emakalim
Molecular Formula:  C17H16N2O3
Canonical SMILES:  N#Cc1ccc2c(c1)[C@@H](n1ccccc1=O)[C@@H](C(O2)(C)C)O
Standard InCHI:  InChI=1S/C17H16N2O3/c1-17(2)16(21)15(19-8-4-3-5-14(19)20)12-9-11(10-18)6-7-13(12)22-17/h3-9,15-16,21H,1-2H3/t15-,16+/m1/s1
Standard InCHIKey:  MMSFHQSHXRMPLJ-CVEARBPZSA-N
Max Developmental Stage:  Discontinued
Max Developmental Stage Source:  TTD

  Structural Similarity Between NPASS Natural Products and NPD2388

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 0.7674 NPC469479
Intermediate Similarity 0.7516 NPC283079
Intermediate Similarity 0.7486 NPC469505
Intermediate Similarity 0.7317 NPC231572
Intermediate Similarity 0.7278 NPC218323
Intermediate Similarity 0.7233 NPC473993
Intermediate Similarity 0.7174 NPC32154
Intermediate Similarity 0.7168 NPC471073
Intermediate Similarity 0.7168 NPC270811
Intermediate Similarity 0.7158 NPC241704
Intermediate Similarity 0.7126 NPC204546
Intermediate Similarity 0.7107 NPC136112
Intermediate Similarity 0.7107 NPC141739
Intermediate Similarity 0.7107 NPC320242
Intermediate Similarity 0.7093 NPC103379
Intermediate Similarity 0.7093 NPC477565
Intermediate Similarity 0.7079 NPC254700
Intermediate Similarity 0.7076 NPC476151
Intermediate Similarity 0.7072 NPC470324
Intermediate Similarity 0.7066 NPC189724
Intermediate Similarity 0.7066 NPC212850
Intermediate Similarity 0.7066 NPC83289
Intermediate Similarity 0.7059 NPC9373
Intermediate Similarity 0.7059 NPC262725
Intermediate Similarity 0.7055 NPC97870
Intermediate Similarity 0.7055 NPC247018
Intermediate Similarity 0.7055 NPC307123
Intermediate Similarity 0.7024 NPC312881
Intermediate Similarity 0.702 NPC257266
Intermediate Similarity 0.7018 NPC245974
Intermediate Similarity 0.7012 NPC266425
Intermediate Similarity 0.7006 NPC232246
Intermediate Similarity 0.7006 NPC153818
Intermediate Similarity 0.7 NPC247298
Remote Similarity 0.6989 NPC220961
Remote Similarity 0.6985 NPC257728
Remote Similarity 0.6982 NPC287286
Remote Similarity 0.6982 NPC195357
Remote Similarity 0.6982 NPC152771
Remote Similarity 0.6971 NPC476580
Remote Similarity 0.697 NPC29650
Remote Similarity 0.6966 NPC59028
Remote Similarity 0.6966 NPC92191
Remote Similarity 0.6966 NPC118804
Remote Similarity 0.6964 NPC279573
Remote Similarity 0.6954 NPC274026
Remote Similarity 0.695 NPC153365
Remote Similarity 0.6949 NPC147091
Remote Similarity 0.6946 NPC318591
Remote Similarity 0.6946 NPC224543
Remote Similarity 0.6946 NPC231163
Remote Similarity 0.6946 NPC188380
Remote Similarity 0.6946 NPC78746
Remote Similarity 0.6946 NPC193528
Remote Similarity 0.6944 NPC233650
Remote Similarity 0.6943 NPC321133
Remote Similarity 0.6928 NPC138365
Remote Similarity 0.6923 NPC210140
Remote Similarity 0.6906 NPC134858
Remote Similarity 0.6906 NPC231198
Remote Similarity 0.6906 NPC169743
Remote Similarity 0.6905 NPC155963
Remote Similarity 0.6905 NPC281014
Remote Similarity 0.6905 NPC212124
Remote Similarity 0.6905 NPC225106
Remote Similarity 0.6905 NPC184861
Remote Similarity 0.6905 NPC294456
Remote Similarity 0.6893 NPC189266
Remote Similarity 0.6893 NPC2413
Remote Similarity 0.6893 NPC207757
Remote Similarity 0.6893 NPC249797
Remote Similarity 0.6893 NPC5238
Remote Similarity 0.6893 NPC39701
Remote Similarity 0.6893 NPC193949
Remote Similarity 0.6893 NPC295691
Remote Similarity 0.6893 NPC184026
Remote Similarity 0.6893 NPC110416
Remote Similarity 0.6893 NPC172765
Remote Similarity 0.6893 NPC204828
Remote Similarity 0.6893 NPC276588
Remote Similarity 0.6893 NPC54379
Remote Similarity 0.6893 NPC469817
Remote Similarity 0.6893 NPC127674
Remote Similarity 0.6893 NPC278799
Remote Similarity 0.6886 NPC307682
Remote Similarity 0.6886 NPC472525
Remote Similarity 0.6879 NPC179825
Remote Similarity 0.6879 NPC321505
Remote Similarity 0.6879 NPC191376
Remote Similarity 0.6875 NPC82285
Remote Similarity 0.6875 NPC133011
Remote Similarity 0.6868 NPC329717
Remote Similarity 0.6865 NPC2314
Remote Similarity 0.6864 NPC211110
Remote Similarity 0.6864 NPC151946
Remote Similarity 0.686 NPC185838
Remote Similarity 0.6854 NPC57512
Remote Similarity 0.6848 NPC274732
Remote Similarity 0.6848 NPC118419
Remote Similarity 0.6845 NPC26954
Remote Similarity 0.6845 NPC38099
Remote Similarity 0.6845 NPC252107
Remote Similarity 0.6839 NPC428
Remote Similarity 0.6839 NPC147390
Remote Similarity 0.6839 NPC246587
Remote Similarity 0.6839 NPC135538
Remote Similarity 0.6839 NPC476571
Remote Similarity 0.6839 NPC24233
Remote Similarity 0.6836 NPC477564
Remote Similarity 0.6836 NPC2295
Remote Similarity 0.6833 NPC166014
Remote Similarity 0.6833 NPC205167
Remote Similarity 0.6833 NPC249274
Remote Similarity 0.6833 NPC27410
Remote Similarity 0.6833 NPC18402
Remote Similarity 0.6831 NPC150879
Remote Similarity 0.6826 NPC180716
Remote Similarity 0.6826 NPC62366
Remote Similarity 0.6826 NPC224475
Remote Similarity 0.6826 NPC213173
Remote Similarity 0.6825 NPC315542
Remote Similarity 0.6821 NPC469701
Remote Similarity 0.6821 NPC85624
Remote Similarity 0.6821 NPC296085
Remote Similarity 0.6818 NPC311357
Remote Similarity 0.6816 NPC40389
Remote Similarity 0.6816 NPC65490
Remote Similarity 0.6816 NPC129603
Remote Similarity 0.6816 NPC148014
Remote Similarity 0.6816 NPC315707
Remote Similarity 0.6816 NPC78359
Remote Similarity 0.6813 NPC76116
Remote Similarity 0.6813 NPC255607
Remote Similarity 0.6813 NPC3375
Remote Similarity 0.6811 NPC129578
Remote Similarity 0.6793 NPC204908
Remote Similarity 0.6793 NPC164429
Remote Similarity 0.6793 NPC241055
Remote Similarity 0.6793 NPC83198
Remote Similarity 0.6791 NPC474470
Remote Similarity 0.6786 NPC99078
Remote Similarity 0.6782 NPC210437
Remote Similarity 0.6782 NPC106295
Remote Similarity 0.6782 NPC476144
Remote Similarity 0.6782 NPC51957
Remote Similarity 0.6782 NPC16107
Remote Similarity 0.678 NPC26601
Remote Similarity 0.6776 NPC124657
Remote Similarity 0.6774 NPC232386
Remote Similarity 0.6774 NPC152680
Remote Similarity 0.6774 NPC190783
Remote Similarity 0.6771 NPC283207
Remote Similarity 0.6771 NPC237579
Remote Similarity 0.6766 NPC133956
Remote Similarity 0.6766 NPC207002
Remote Similarity 0.6766 NPC167111
Remote Similarity 0.6766 NPC296624
Remote Similarity 0.6766 NPC318400
Remote Similarity 0.6766 NPC471910
Remote Similarity 0.6765 NPC314682
Remote Similarity 0.6765 NPC251439
Remote Similarity 0.6763 NPC130926
Remote Similarity 0.676 NPC37205
Remote Similarity 0.676 NPC160931
Remote Similarity 0.6758 NPC1229
Remote Similarity 0.6758 NPC476569
Remote Similarity 0.6757 NPC329911
Remote Similarity 0.6755 NPC327005
Remote Similarity 0.6755 NPC21885
Remote Similarity 0.6753 NPC471825
Remote Similarity 0.6751 NPC267414
Remote Similarity 0.6746 NPC220923
Remote Similarity 0.6746 NPC470707
Remote Similarity 0.6744 NPC184053
Remote Similarity 0.6743 NPC471764
Remote Similarity 0.6743 NPC7467
Remote Similarity 0.6743 NPC87950
Remote Similarity 0.6743 NPC296377
Remote Similarity 0.6739 NPC12053
Remote Similarity 0.6739 NPC117188
Remote Similarity 0.6739 NPC306555
Remote Similarity 0.6739 NPC205421
Remote Similarity 0.6739 NPC474931
Remote Similarity 0.6739 NPC145832
Remote Similarity 0.6739 NPC158376
Remote Similarity 0.6739 NPC81218
Remote Similarity 0.6738 NPC304675
Remote Similarity 0.6738 NPC49353
Remote Similarity 0.6737 NPC248642
Remote Similarity 0.6726 NPC11147
Remote Similarity 0.6726 NPC18804
Remote Similarity 0.6726 NPC267412
Remote Similarity 0.6726 NPC277042
Remote Similarity 0.6726 NPC255817
Remote Similarity 0.6726 NPC195343
Remote Similarity 0.6726 NPC260265
Remote Similarity 0.6726 NPC166672
Remote Similarity 0.6726 NPC319859
Remote Similarity 0.6726 NPC50896
Remote Similarity 0.6726 NPC84894

Drug Structure

External Identifiers

TTD   DIB015862
DrugBank  
ChEMBL  
IUPHAR/BPS  
PharmaGKB  
KEGG Drug  
PubChem CID  
ChEBI  
CAS Number  

Drug Properties

Molecular Weight  296.12
ALogP  -0.4133
MLogP  2.78
XLogP  1.24
HDA  4
HBD  1
Rotatable Bonds  4
TPSA  73.56
RO5 Violation  0