NPASS drugs

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.

Range	Similarity Score Range
0-0.1	168
0.1-0.2	1019
0.2-0.3	3304
0.3-0.4	9185
0.4-0.5	3627
0.5-0.6	11070
0.6-0.7	2483
0.7-0.8	34
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

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

NPD2388 OpenBabel08211702172D 23 25 0 0 1 0 0 0 0 0999 V2000 0.1589 1.2071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7899 0.8827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -5.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 17 1 0 0 0 0 2 17 1 0 0 0 0 3 4 1 0 0 0 0 3 5 2 0 0 0 0 4 8 2 0 0 0 0 5 14 1 0 0 0 0 6 7 2 0 0 0 0 6 11 1 0 0 0 0 7 13 1 0 0 0 0 8 19 1 0 0 0 0 9 11 2 0 0 0 0 9 12 1 0 0 0 0 10 11 1 0 0 0 0 10 18 3 0 0 0 0 12 13 2 0 0 0 0 12 15 1 0 0 0 0 13 22 1 0 0 0 0 14 19 1 0 0 0 0 14 20 2 0 0 0 0 15 16 1 0 0 0 0 15 19 1 6 0 0 0 16 17 1 0 0 0 0 16 21 1 1 0 0 0 17 22 1 0 0 0 0 21 23 1 0 0 0 0 M END $$$$

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