NPASS drugs

Drug Information

Drug ID:	NPD1568
Drug Name:
Molecular Formula:	C15H13N3O2
Canonical SMILES:	N#CC(C(=O)c1cccn1C)C(=Nc1ccccc1)O
Standard InCHI:	InChI=1S/C15H13N3O2/c1-18-9-5-8-13(18)14(19)12(10-16)15(20)17-11-6-3-2-4-7-11/h2-9,12H,1H3,(H,17,20)
Standard InCHIKey:	KBQUAIAGRLAZGP-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1568

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	202
0.1-0.2	2088
0.2-0.3	11020
0.3-0.4	12826
0.4-0.5	2149
0.5-0.6	1463
0.6-0.7	1013
0.7-0.8	128
0.8-0.85	1
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	0.8	NPC472288
Intermediate Similarity	0.774	NPC295158
Intermediate Similarity	0.7669	NPC100726
Intermediate Similarity	0.7662	NPC71236
Intermediate Similarity	0.7636	NPC472260
Intermediate Similarity	0.7619	NPC80681
Intermediate Similarity	0.7576	NPC473878
Intermediate Similarity	0.7532	NPC291517
Intermediate Similarity	0.753	NPC217021
Intermediate Similarity	0.753	NPC470679
Intermediate Similarity	0.7528	NPC159125
Intermediate Similarity	0.75	NPC41717
Intermediate Similarity	0.7486	NPC469529
Intermediate Similarity	0.7486	NPC46895
Intermediate Similarity	0.7486	NPC469938
Intermediate Similarity	0.7446	NPC267343
Intermediate Similarity	0.7433	NPC81535
Intermediate Similarity	0.7416	NPC73994
Intermediate Similarity	0.7416	NPC61011
Intermediate Similarity	0.7407	NPC57398
Intermediate Similarity	0.7405	NPC195239
Intermediate Similarity	0.7405	NPC202812
Intermediate Similarity	0.7405	NPC157828
Intermediate Similarity	0.7405	NPC93390
Intermediate Similarity	0.7399	NPC114637
Intermediate Similarity	0.7377	NPC154339
Intermediate Similarity	0.7366	NPC11445
Intermediate Similarity	0.736	NPC248462
Intermediate Similarity	0.736	NPC126709
Intermediate Similarity	0.736	NPC248041
Intermediate Similarity	0.7356	NPC70949
Intermediate Similarity	0.7345	NPC267885
Intermediate Similarity	0.7337	NPC209362
Intermediate Similarity	0.7333	NPC467188
Intermediate Similarity	0.7326	NPC78767
Intermediate Similarity	0.7326	NPC242116
Intermediate Similarity	0.7326	NPC473814
Intermediate Similarity	0.7322	NPC209917
Intermediate Similarity	0.7321	NPC70406
Intermediate Similarity	0.7303	NPC64436
Intermediate Similarity	0.7303	NPC157583
Intermediate Similarity	0.7303	NPC83774
Intermediate Similarity	0.7293	NPC207851
Intermediate Similarity	0.7289	NPC302159
Intermediate Similarity	0.7288	NPC149155
Intermediate Similarity	0.7288	NPC203468
Intermediate Similarity	0.7288	NPC110500
Intermediate Similarity	0.7283	NPC265100
Intermediate Similarity	0.7278	NPC251391
Intermediate Similarity	0.7263	NPC55772
Intermediate Similarity	0.7263	NPC283219
Intermediate Similarity	0.7262	NPC471655
Intermediate Similarity	0.7261	NPC313823
Intermediate Similarity	0.7257	NPC78020
Intermediate Similarity	0.7251	NPC129721
Intermediate Similarity	0.7249	NPC474767
Intermediate Similarity	0.7246	NPC105811
Intermediate Similarity	0.7222	NPC150259
Intermediate Similarity	0.7213	NPC94752
Intermediate Similarity	0.7207	NPC145885
Intermediate Similarity	0.7207	NPC14113
Intermediate Similarity	0.7207	NPC84827
Intermediate Similarity	0.7207	NPC284775
Intermediate Similarity	0.7207	NPC111275
Intermediate Similarity	0.7202	NPC102664
Intermediate Similarity	0.7198	NPC477003
Intermediate Similarity	0.7196	NPC477041
Intermediate Similarity	0.7196	NPC477044
Intermediate Similarity	0.7182	NPC191415
Intermediate Similarity	0.7176	NPC259644
Intermediate Similarity	0.7176	NPC469763
Intermediate Similarity	0.7176	NPC73952
Intermediate Similarity	0.7176	NPC469786
Intermediate Similarity	0.7176	NPC25008
Intermediate Similarity	0.7176	NPC469760
Intermediate Similarity	0.7176	NPC469765
Intermediate Similarity	0.7174	NPC278434
Intermediate Similarity	0.7168	NPC100104
Intermediate Similarity	0.7168	NPC470680
Intermediate Similarity	0.7166	NPC473821
Intermediate Similarity	0.716	NPC313889
Intermediate Similarity	0.7158	NPC282103
Intermediate Similarity	0.7151	NPC473763
Intermediate Similarity	0.7151	NPC117244
Intermediate Similarity	0.7135	NPC80597
Intermediate Similarity	0.7135	NPC75540
Intermediate Similarity	0.7135	NPC212376
Intermediate Similarity	0.7135	NPC70922
Intermediate Similarity	0.7135	NPC211572
Intermediate Similarity	0.7127	NPC477042
Intermediate Similarity	0.712	NPC235684
Intermediate Similarity	0.712	NPC118084
Intermediate Similarity	0.7105	NPC474916
Intermediate Similarity	0.7104	NPC228835
Intermediate Similarity	0.7101	NPC123906
Intermediate Similarity	0.7099	NPC23215
Intermediate Similarity	0.7098	NPC98715
Intermediate Similarity	0.7097	NPC83111
Intermediate Similarity	0.7088	NPC113626
Intermediate Similarity	0.7086	NPC311276
Intermediate Similarity	0.7076	NPC281094
Intermediate Similarity	0.7072	NPC213468
Intermediate Similarity	0.7068	NPC477045
Intermediate Similarity	0.7065	NPC241025
Intermediate Similarity	0.7062	NPC472259
Intermediate Similarity	0.7053	NPC227582
Intermediate Similarity	0.7053	NPC74153
Intermediate Similarity	0.7052	NPC213914
Intermediate Similarity	0.7052	NPC469762
Intermediate Similarity	0.7045	NPC233380
Intermediate Similarity	0.7039	NPC477976
Intermediate Similarity	0.7035	NPC33229
Intermediate Similarity	0.7033	NPC15840
Intermediate Similarity	0.7033	NPC24864
Intermediate Similarity	0.7029	NPC282231
Intermediate Similarity	0.7024	NPC314372
Intermediate Similarity	0.7021	NPC47190
Intermediate Similarity	0.7021	NPC472292
Intermediate Similarity	0.7019	NPC324611
Intermediate Similarity	0.7017	NPC237188
Intermediate Similarity	0.7016	NPC149708
Intermediate Similarity	0.7015	NPC472285
Intermediate Similarity	0.7011	NPC474492
Intermediate Similarity	0.7006	NPC474561
Intermediate Similarity	0.7006	NPC49954
Intermediate Similarity	0.7006	NPC190296
Intermediate Similarity	0.7006	NPC160105
Intermediate Similarity	0.7	NPC472293
Intermediate Similarity	0.7	NPC139763
Remote Similarity	0.6994	NPC469785
Remote Similarity	0.699	NPC225821
Remote Similarity	0.699	NPC46225
Remote Similarity	0.6983	NPC273532
Remote Similarity	0.6981	NPC471313
Remote Similarity	0.6981	NPC471311
Remote Similarity	0.6978	NPC11126
Remote Similarity	0.6977	NPC312860
Remote Similarity	0.6975	NPC322488
Remote Similarity	0.6974	NPC477043
Remote Similarity	0.6973	NPC476423
Remote Similarity	0.6971	NPC279918
Remote Similarity	0.6971	NPC131718
Remote Similarity	0.6968	NPC138370
Remote Similarity	0.6968	NPC476460
Remote Similarity	0.6959	NPC328318
Remote Similarity	0.6959	NPC143977
Remote Similarity	0.6959	NPC328596
Remote Similarity	0.6954	NPC258062
Remote Similarity	0.6954	NPC127677
Remote Similarity	0.6952	NPC213629
Remote Similarity	0.6952	NPC255909
Remote Similarity	0.6949	NPC42372
Remote Similarity	0.6943	NPC121327
Remote Similarity	0.6943	NPC252338
Remote Similarity	0.694	NPC471997
Remote Similarity	0.6936	NPC229055
Remote Similarity	0.6935	NPC315555
Remote Similarity	0.6935	NPC62749
Remote Similarity	0.6927	NPC171317
Remote Similarity	0.6923	NPC234987
Remote Similarity	0.6919	NPC271862
Remote Similarity	0.6914	NPC230869
Remote Similarity	0.6914	NPC293487
Remote Similarity	0.6911	NPC472116
Remote Similarity	0.6911	NPC179701
Remote Similarity	0.6909	NPC65408
Remote Similarity	0.6906	NPC293216
Remote Similarity	0.6902	NPC71037
Remote Similarity	0.6897	NPC74357
Remote Similarity	0.6895	NPC472210
Remote Similarity	0.6895	NPC247735
Remote Similarity	0.6895	NPC472295
Remote Similarity	0.6895	NPC269886
Remote Similarity	0.6895	NPC81802
Remote Similarity	0.6893	NPC40779
Remote Similarity	0.6893	NPC478182
Remote Similarity	0.6891	NPC472296
Remote Similarity	0.6891	NPC472297
Remote Similarity	0.6889	NPC253810
Remote Similarity	0.6886	NPC279081
Remote Similarity	0.6875	NPC262898
Remote Similarity	0.6875	NPC473706
Remote Similarity	0.6875	NPC106824
Remote Similarity	0.6865	NPC102755
Remote Similarity	0.6864	NPC230085
Remote Similarity	0.6864	NPC159630
Remote Similarity	0.6862	NPC321708
Remote Similarity	0.6854	NPC115232
Remote Similarity	0.6853	NPC317373
Remote Similarity	0.6851	NPC314603
Remote Similarity	0.6848	NPC328029
Remote Similarity	0.6845	NPC114033
Remote Similarity	0.6845	NPC58268
Remote Similarity	0.6845	NPC129412
Remote Similarity	0.6845	NPC101130
Remote Similarity	0.6839	NPC472284
Remote Similarity	0.6839	NPC263455
Remote Similarity	0.6839	NPC131887
Remote Similarity	0.6834	NPC61038
Remote Similarity	0.6833	NPC65080

Drug Structure

NPD1568 OpenBabel08211701082D 21 22 0 0 1 0 0 0 0 0999 V2000 0.7431 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1667 2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1667 1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3007 2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4781 0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3007 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 -0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 -0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 0.9945 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.1045 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9706 1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 -1.0055 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 0.9945 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 0.9706 2.4945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 2.4945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 2.9945 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 18 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 6 1 0 0 0 0 4 7 2 0 0 0 0 5 8 1 0 0 0 0 5 9 2 0 0 0 0 6 11 2 0 0 0 0 7 11 1 0 0 0 0 8 13 2 0 0 0 0 9 18 1 0 0 0 0 10 12 1 0 0 0 0 10 16 3 0 0 0 0 11 17 1 0 0 0 0 12 14 1 0 0 0 0 12 15 1 0 0 0 0 13 14 1 0 0 0 0 13 18 1 0 0 0 0 14 19 2 0 0 0 0 15 17 2 3 0 0 0 15 20 1 0 0 0 0 20 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB007048
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	267.10
ALogP	-0.3399
MLogP	2.56
XLogP	2.522
HDA	5
HBD	1
Rotatable Bonds	6
TPSA	78.38
RO5 Violation	0