NPASS drugs

Drug Information

Drug ID:	NPD2415
Drug Name:	symakalim
Molecular Formula:	C17H17N3O4
Canonical SMILES:	N#Cc1ccc2c(c1)C(Oc1ccc(=O)n(n1)C)C(C(O2)(C)C)O
Standard InCHI:	InChI=1S/C17H17N3O4/c1-17(2)16(22)15(23-13-6-7-14(21)20(3)19-13)11-8-10(9-18)4-5-12(11)24-17/h4-8,15-16,22H,1-3H3
Standard InCHIKey:	RIBYSHCVSQIIJE-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2415

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	155
0.1-0.2	1000
0.2-0.3	2850
0.3-0.4	9217
0.4-0.5	4211
0.5-0.6	7163
0.6-0.7	6168
0.7-0.8	126
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	0.7682	NPC473993
Intermediate Similarity	0.7658	NPC312881
Intermediate Similarity	0.7643	NPC232246
Intermediate Similarity	0.7643	NPC153818
Intermediate Similarity	0.761	NPC195357
Intermediate Similarity	0.761	NPC152771
Intermediate Similarity	0.761	NPC287286
Intermediate Similarity	0.7595	NPC279573
Intermediate Similarity	0.758	NPC188380
Intermediate Similarity	0.758	NPC78746
Intermediate Similarity	0.758	NPC224543
Intermediate Similarity	0.7532	NPC225106
Intermediate Similarity	0.7532	NPC212124
Intermediate Similarity	0.7532	NPC184861
Intermediate Similarity	0.7532	NPC294456
Intermediate Similarity	0.7532	NPC281014
Intermediate Similarity	0.7532	NPC155963
Intermediate Similarity	0.7516	NPC472525
Intermediate Similarity	0.7484	NPC211110
Intermediate Similarity	0.7484	NPC151946
Intermediate Similarity	0.7468	NPC38099
Intermediate Similarity	0.7468	NPC26954
Intermediate Similarity	0.7452	NPC62366
Intermediate Similarity	0.7452	NPC180716
Intermediate Similarity	0.7452	NPC224475
Intermediate Similarity	0.7452	NPC213173
Intermediate Similarity	0.7423	NPC85624
Intermediate Similarity	0.7423	NPC469701
Intermediate Similarity	0.7389	NPC471910
Intermediate Similarity	0.7389	NPC133956
Intermediate Similarity	0.7389	NPC296624
Intermediate Similarity	0.7389	NPC318400
Intermediate Similarity	0.7389	NPC207002
Intermediate Similarity	0.7389	NPC167111
Intermediate Similarity	0.7342	NPC204353
Intermediate Similarity	0.7342	NPC84894
Intermediate Similarity	0.7342	NPC166672
Intermediate Similarity	0.7342	NPC198381
Intermediate Similarity	0.7342	NPC47163
Intermediate Similarity	0.7342	NPC164269
Intermediate Similarity	0.7342	NPC287182
Intermediate Similarity	0.7342	NPC127888
Intermediate Similarity	0.7342	NPC319859
Intermediate Similarity	0.7342	NPC267412
Intermediate Similarity	0.7342	NPC326600
Intermediate Similarity	0.7342	NPC18804
Intermediate Similarity	0.7342	NPC50896
Intermediate Similarity	0.7342	NPC195343
Intermediate Similarity	0.7342	NPC260265
Intermediate Similarity	0.7342	NPC74655
Intermediate Similarity	0.7342	NPC100986
Intermediate Similarity	0.7333	NPC87950
Intermediate Similarity	0.7333	NPC471764
Intermediate Similarity	0.7333	NPC296377
Intermediate Similarity	0.7296	NPC33986
Intermediate Similarity	0.7296	NPC471909
Intermediate Similarity	0.7296	NPC281241
Intermediate Similarity	0.7296	NPC471625
Intermediate Similarity	0.7296	NPC472424
Intermediate Similarity	0.7296	NPC86892
Intermediate Similarity	0.7289	NPC169510
Intermediate Similarity	0.7278	NPC31849
Intermediate Similarity	0.7261	NPC29734
Intermediate Similarity	0.7261	NPC103799
Intermediate Similarity	0.7256	NPC471824
Intermediate Similarity	0.725	NPC476455
Intermediate Similarity	0.725	NPC283019
Intermediate Similarity	0.725	NPC128529
Intermediate Similarity	0.725	NPC177281
Intermediate Similarity	0.725	NPC149320
Intermediate Similarity	0.725	NPC55615
Intermediate Similarity	0.725	NPC160727
Intermediate Similarity	0.725	NPC471630
Intermediate Similarity	0.7233	NPC253574
Intermediate Similarity	0.7233	NPC98179
Intermediate Similarity	0.7197	NPC113098
Intermediate Similarity	0.717	NPC92805
Intermediate Similarity	0.7152	NPC267336
Intermediate Similarity	0.7152	NPC272650
Intermediate Similarity	0.7143	NPC262585
Intermediate Similarity	0.7143	NPC18189
Intermediate Similarity	0.7143	NPC20829
Intermediate Similarity	0.7134	NPC184053
Intermediate Similarity	0.7126	NPC474302
Intermediate Similarity	0.7125	NPC55149
Intermediate Similarity	0.7125	NPC117048
Intermediate Similarity	0.7125	NPC124085
Intermediate Similarity	0.7125	NPC307412
Intermediate Similarity	0.7115	NPC198798
Intermediate Similarity	0.7111	NPC314025
Intermediate Similarity	0.7107	NPC194277
Intermediate Similarity	0.7107	NPC14248
Intermediate Similarity	0.7101	NPC103116
Intermediate Similarity	0.7081	NPC469675
Intermediate Similarity	0.7078	NPC474130
Intermediate Similarity	0.7072	NPC314656
Intermediate Similarity	0.7072	NPC314213
Intermediate Similarity	0.707	NPC222572
Intermediate Similarity	0.707	NPC185066
Intermediate Similarity	0.707	NPC274717
Intermediate Similarity	0.707	NPC87224
Intermediate Similarity	0.7063	NPC469449
Intermediate Similarity	0.7063	NPC222036
Intermediate Similarity	0.7063	NPC85435
Intermediate Similarity	0.7063	NPC7526
Intermediate Similarity	0.7055	NPC475836
Intermediate Similarity	0.7048	NPC313414
Intermediate Similarity	0.7048	NPC471763
Intermediate Similarity	0.7037	NPC3049
Intermediate Similarity	0.7035	NPC223701
Intermediate Similarity	0.7035	NPC472583
Intermediate Similarity	0.7035	NPC7989
Intermediate Similarity	0.7033	NPC315913
Intermediate Similarity	0.7025	NPC168710
Intermediate Similarity	0.7025	NPC271832
Intermediate Similarity	0.7018	NPC471676
Intermediate Similarity	0.7018	NPC263384
Intermediate Similarity	0.7018	NPC470264
Intermediate Similarity	0.7018	NPC472420
Intermediate Similarity	0.7018	NPC244577
Intermediate Similarity	0.7018	NPC472422
Intermediate Similarity	0.7013	NPC46586
Intermediate Similarity	0.7013	NPC204535
Intermediate Similarity	0.7012	NPC195814
Intermediate Similarity	0.7	NPC2190
Intermediate Similarity	0.7	NPC241636
Remote Similarity	0.6994	NPC477530
Remote Similarity	0.6994	NPC471069
Remote Similarity	0.6994	NPC474687
Remote Similarity	0.6994	NPC471068
Remote Similarity	0.6989	NPC470936
Remote Similarity	0.6988	NPC183646
Remote Similarity	0.6988	NPC119640
Remote Similarity	0.6982	NPC85773
Remote Similarity	0.6981	NPC80170
Remote Similarity	0.6977	NPC256141
Remote Similarity	0.6977	NPC469699
Remote Similarity	0.6977	NPC87363
Remote Similarity	0.697	NPC300611
Remote Similarity	0.697	NPC215512
Remote Similarity	0.697	NPC476442
Remote Similarity	0.697	NPC472520
Remote Similarity	0.697	NPC279851
Remote Similarity	0.6964	NPC474044
Remote Similarity	0.6964	NPC205361
Remote Similarity	0.6962	NPC283079
Remote Similarity	0.6957	NPC1220
Remote Similarity	0.6957	NPC469965
Remote Similarity	0.6957	NPC241165
Remote Similarity	0.6957	NPC142563
Remote Similarity	0.6957	NPC163557
Remote Similarity	0.6957	NPC141822
Remote Similarity	0.6957	NPC263064
Remote Similarity	0.6957	NPC205797
Remote Similarity	0.6957	NPC291551
Remote Similarity	0.6954	NPC183154
Remote Similarity	0.6954	NPC263754
Remote Similarity	0.6951	NPC47040
Remote Similarity	0.6951	NPC471071
Remote Similarity	0.6951	NPC471070
Remote Similarity	0.6951	NPC278600
Remote Similarity	0.6951	NPC35501
Remote Similarity	0.6951	NPC37428
Remote Similarity	0.6951	NPC471072
Remote Similarity	0.6951	NPC144512
Remote Similarity	0.6951	NPC137262
Remote Similarity	0.6946	NPC474444
Remote Similarity	0.6946	NPC93433
Remote Similarity	0.6946	NPC264706
Remote Similarity	0.6946	NPC476457
Remote Similarity	0.6946	NPC284881
Remote Similarity	0.6943	NPC471826
Remote Similarity	0.6943	NPC276212
Remote Similarity	0.6941	NPC10097
Remote Similarity	0.6937	NPC164804
Remote Similarity	0.6937	NPC244888
Remote Similarity	0.6937	NPC68205
Remote Similarity	0.6937	NPC293203
Remote Similarity	0.6937	NPC118683
Remote Similarity	0.6937	NPC211413
Remote Similarity	0.6937	NPC162801
Remote Similarity	0.6936	NPC469405
Remote Similarity	0.6933	NPC87043
Remote Similarity	0.6933	NPC470802
Remote Similarity	0.6933	NPC283331
Remote Similarity	0.6933	NPC103409
Remote Similarity	0.6933	NPC476420
Remote Similarity	0.6933	NPC166180
Remote Similarity	0.6923	NPC470935
Remote Similarity	0.6923	NPC147896
Remote Similarity	0.6923	NPC471032
Remote Similarity	0.6923	NPC476347
Remote Similarity	0.6923	NPC15577
Remote Similarity	0.6919	NPC471677
Remote Similarity	0.6918	NPC59654
Remote Similarity	0.6918	NPC134360
Remote Similarity	0.6918	NPC295970
Remote Similarity	0.6914	NPC198154
Remote Similarity	0.6914	NPC225696
Remote Similarity	0.6914	NPC97834

Drug Structure

NPD2415 OpenBabel08211702172D 25 27 0 0 1 0 0 0 0 0999 V2000 5.0372 -2.2071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4062 -1.8827 0.0000 C 0 0 0 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 6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 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 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 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 -0.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 C 0 0 3 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 5.1962 4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 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 5.1962 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 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 20 1 0 0 0 0 4 5 2 0 0 0 0 4 10 1 0 0 0 0 5 12 1 0 0 0 0 6 7 2 0 0 0 0 6 13 1 0 0 0 0 7 14 1 0 0 0 0 8 10 2 0 0 0 0 8 11 1 0 0 0 0 9 10 1 0 0 0 0 9 18 3 0 0 0 0 11 12 2 0 0 0 0 11 15 1 0 0 0 0 12 24 1 0 0 0 0 13 19 2 0 0 0 0 13 23 1 0 0 0 0 14 20 1 0 0 0 0 14 21 2 0 0 0 0 15 16 1 0 0 0 0 15 23 1 0 0 0 0 16 17 1 0 0 0 0 16 22 1 0 0 0 0 17 24 1 0 0 0 0 19 20 1 0 0 0 0 22 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005003
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	327.12
ALogP	-0.2974
MLogP	2.56
XLogP	1.649
HDA	6
HBD	1
Rotatable Bonds	6
TPSA	95.15
RO5 Violation	0