NPASS drugs

Drug Information

Drug ID:	NPD3814
Drug Name:	Pki-166
Molecular Formula:	C20H18N4O
Canonical SMILES:	Oc1ccc(cc1)c1[nH]c2c(c1)c(=N[C@@H](c1ccccc1)C)nc[nH]2
Standard InCHI:	InChI=1S/C20H18N4O/c1-13(14-5-3-2-4-6-14)23-19-17-11-18(24-20(17)22-12-21-19)15-7-9-16(25)10-8-15/h2-13,25H,1H3,(H2,21,22,23,24)/t13-/m1/s1
Standard InCHIKey:	XRYJULCDUUATMC-CYBMUJFWSA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3814

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	423
0.1-0.2	3067
0.2-0.3	9507
0.3-0.4	9757
0.4-0.5	4844
0.5-0.6	1965
0.6-0.7	1095
0.7-0.8	227
0.8-0.85	5
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	0.8291	NPC471603
Intermediate Similarity	0.8207	NPC72980
Intermediate Similarity	0.8177	NPC242209
Intermediate Similarity	0.8068	NPC130570
Intermediate Similarity	0.8021	NPC99666
Intermediate Similarity	0.7895	NPC94943
Intermediate Similarity	0.7885	NPC473317
Intermediate Similarity	0.7842	NPC190007
Intermediate Similarity	0.7835	NPC324149
Intermediate Similarity	0.7812	NPC46580
Intermediate Similarity	0.7796	NPC474409
Intermediate Similarity	0.7789	NPC212535
Intermediate Similarity	0.7783	NPC476116
Intermediate Similarity	0.7773	NPC125597
Intermediate Similarity	0.7766	NPC96890
Intermediate Similarity	0.7761	NPC475070
Intermediate Similarity	0.776	NPC171171
Intermediate Similarity	0.7749	NPC204717
Intermediate Similarity	0.7737	NPC144114
Intermediate Similarity	0.7725	NPC88363
Intermediate Similarity	0.7708	NPC314002
Intermediate Similarity	0.7696	NPC220765
Intermediate Similarity	0.7677	NPC77555
Intermediate Similarity	0.7653	NPC2497
Intermediate Similarity	0.7644	NPC183407
Intermediate Similarity	0.7638	NPC306376
Intermediate Similarity	0.7594	NPC220851
Intermediate Similarity	0.759	NPC128751
Intermediate Similarity	0.759	NPC246700
Intermediate Similarity	0.7585	NPC128084
Intermediate Similarity	0.7582	NPC141353
Intermediate Similarity	0.7579	NPC184964
Intermediate Similarity	0.7565	NPC84478
Intermediate Similarity	0.7562	NPC249040
Intermediate Similarity	0.7551	NPC106833
Intermediate Similarity	0.7551	NPC469497
Intermediate Similarity	0.7523	NPC295452
Intermediate Similarity	0.7523	NPC171393
Intermediate Similarity	0.7513	NPC208060
Intermediate Similarity	0.75	NPC70956
Intermediate Similarity	0.75	NPC153042
Intermediate Similarity	0.75	NPC285558
Intermediate Similarity	0.75	NPC243834
Intermediate Similarity	0.7488	NPC291535
Intermediate Similarity	0.7488	NPC475112
Intermediate Similarity	0.7488	NPC475085
Intermediate Similarity	0.7475	NPC329747
Intermediate Similarity	0.7461	NPC477891
Intermediate Similarity	0.7451	NPC223427
Intermediate Similarity	0.7447	NPC63751
Intermediate Similarity	0.7444	NPC39092
Intermediate Similarity	0.744	NPC80596
Intermediate Similarity	0.7436	NPC15102
Intermediate Similarity	0.7423	NPC176127
Intermediate Similarity	0.7411	NPC472289
Intermediate Similarity	0.74	NPC276517
Intermediate Similarity	0.7393	NPC330009
Intermediate Similarity	0.7391	NPC285469
Intermediate Similarity	0.7391	NPC476465
Intermediate Similarity	0.7391	NPC475910
Intermediate Similarity	0.7381	NPC266931
Intermediate Similarity	0.7381	NPC477610
Intermediate Similarity	0.7368	NPC476686
Intermediate Similarity	0.7368	NPC105758
Intermediate Similarity	0.7368	NPC476688
Intermediate Similarity	0.7358	NPC476041
Intermediate Similarity	0.7358	NPC304926
Intermediate Similarity	0.7354	NPC278874
Intermediate Similarity	0.733	NPC470500
Intermediate Similarity	0.733	NPC259545
Intermediate Similarity	0.7327	NPC156704
Intermediate Similarity	0.7321	NPC5145
Intermediate Similarity	0.7313	NPC326634
Intermediate Similarity	0.7311	NPC74969
Intermediate Similarity	0.7306	NPC59269
Intermediate Similarity	0.7302	NPC49954
Intermediate Similarity	0.7302	NPC474561
Intermediate Similarity	0.73	NPC477166
Intermediate Similarity	0.73	NPC304187
Intermediate Similarity	0.7284	NPC63109
Intermediate Similarity	0.7282	NPC476098
Intermediate Similarity	0.7277	NPC70259
Intermediate Similarity	0.7273	NPC131718
Intermediate Similarity	0.7269	NPC280272
Intermediate Similarity	0.7268	NPC232340
Intermediate Similarity	0.7264	NPC307963
Intermediate Similarity	0.7264	NPC106937
Intermediate Similarity	0.7255	NPC476167
Intermediate Similarity	0.7248	NPC319232
Intermediate Similarity	0.7248	NPC24370
Intermediate Similarity	0.7241	NPC74153
Intermediate Similarity	0.724	NPC34508
Intermediate Similarity	0.724	NPC471294
Intermediate Similarity	0.7238	NPC11464
Intermediate Similarity	0.7234	NPC282231
Intermediate Similarity	0.7234	NPC16667
Intermediate Similarity	0.723	NPC469928
Intermediate Similarity	0.7229	NPC314882
Intermediate Similarity	0.7228	NPC43787
Intermediate Similarity	0.7228	NPC205934
Intermediate Similarity	0.7225	NPC164664
Intermediate Similarity	0.722	NPC315491
Intermediate Similarity	0.722	NPC45459
Intermediate Similarity	0.722	NPC329793
Intermediate Similarity	0.7217	NPC469592
Intermediate Similarity	0.7217	NPC471080
Intermediate Similarity	0.7215	NPC187145
Intermediate Similarity	0.7214	NPC477167
Intermediate Similarity	0.7214	NPC473342
Intermediate Similarity	0.7213	NPC37548
Intermediate Similarity	0.7212	NPC476106
Intermediate Similarity	0.7209	NPC213530
Intermediate Similarity	0.7209	NPC48317
Intermediate Similarity	0.7209	NPC193267
Intermediate Similarity	0.7206	NPC192315
Intermediate Similarity	0.7206	NPC72211
Intermediate Similarity	0.7202	NPC329688
Intermediate Similarity	0.7202	NPC189812
Intermediate Similarity	0.72	NPC76748
Intermediate Similarity	0.7192	NPC251090
Intermediate Similarity	0.7189	NPC162748
Intermediate Similarity	0.7182	NPC471762
Intermediate Similarity	0.7181	NPC279918
Intermediate Similarity	0.7179	NPC472443
Intermediate Similarity	0.7177	NPC193777
Intermediate Similarity	0.7173	NPC317430
Intermediate Similarity	0.717	NPC294620
Intermediate Similarity	0.717	NPC48353
Intermediate Similarity	0.7169	NPC132631
Intermediate Similarity	0.7169	NPC103687
Intermediate Similarity	0.7164	NPC92111
Intermediate Similarity	0.7163	NPC264285
Intermediate Similarity	0.7151	NPC207726
Intermediate Similarity	0.715	NPC135887
Intermediate Similarity	0.715	NPC32771
Intermediate Similarity	0.715	NPC296527
Intermediate Similarity	0.715	NPC199277
Intermediate Similarity	0.7149	NPC326363
Intermediate Similarity	0.7143	NPC224632
Intermediate Similarity	0.7136	NPC470126
Intermediate Similarity	0.7136	NPC282247
Intermediate Similarity	0.7136	NPC213308
Intermediate Similarity	0.7136	NPC323244
Intermediate Similarity	0.7123	NPC242923
Intermediate Similarity	0.712	NPC49217
Intermediate Similarity	0.712	NPC160105
Intermediate Similarity	0.7105	NPC159319
Intermediate Similarity	0.7105	NPC102423
Intermediate Similarity	0.7105	NPC194640
Intermediate Similarity	0.7104	NPC66777
Intermediate Similarity	0.7103	NPC470549
Intermediate Similarity	0.7101	NPC232727
Intermediate Similarity	0.7098	NPC208898
Intermediate Similarity	0.7097	NPC73952
Intermediate Similarity	0.7097	NPC469765
Intermediate Similarity	0.7097	NPC469786
Intermediate Similarity	0.7097	NPC25008
Intermediate Similarity	0.7097	NPC259644
Intermediate Similarity	0.7097	NPC469763
Intermediate Similarity	0.7097	NPC469760
Intermediate Similarity	0.7094	NPC473821
Intermediate Similarity	0.7094	NPC329541
Intermediate Similarity	0.7092	NPC270009
Intermediate Similarity	0.7091	NPC214142
Intermediate Similarity	0.7089	NPC316981
Intermediate Similarity	0.7083	NPC303658
Intermediate Similarity	0.7083	NPC469594
Intermediate Similarity	0.7083	NPC477609
Intermediate Similarity	0.7075	NPC123976
Intermediate Similarity	0.7075	NPC167860
Intermediate Similarity	0.7073	NPC78767
Intermediate Similarity	0.7073	NPC473814
Intermediate Similarity	0.7072	NPC60553
Intermediate Similarity	0.7071	NPC472444
Intermediate Similarity	0.7071	NPC19679
Intermediate Similarity	0.707	NPC170114
Intermediate Similarity	0.707	NPC322064
Intermediate Similarity	0.7068	NPC471178
Intermediate Similarity	0.7062	NPC313791
Intermediate Similarity	0.7059	NPC261251
Intermediate Similarity	0.7059	NPC34580
Intermediate Similarity	0.7059	NPC124920
Intermediate Similarity	0.7059	NPC212376
Intermediate Similarity	0.7059	NPC75540
Intermediate Similarity	0.7059	NPC38736
Intermediate Similarity	0.7059	NPC304307
Intermediate Similarity	0.7059	NPC118559
Intermediate Similarity	0.7059	NPC470507
Intermediate Similarity	0.7059	NPC211572
Intermediate Similarity	0.7059	NPC80597
Intermediate Similarity	0.7059	NPC157931
Intermediate Similarity	0.7059	NPC70922
Intermediate Similarity	0.7056	NPC478074
Intermediate Similarity	0.7054	NPC323752
Intermediate Similarity	0.7053	NPC47298
Intermediate Similarity	0.7053	NPC315214
Intermediate Similarity	0.7053	NPC471177
Intermediate Similarity	0.7053	NPC59779
Intermediate Similarity	0.7053	NPC124542
Intermediate Similarity	0.7051	NPC250178

Drug Structure

NPD3814 OpenBabel08211704332D 28 31 0 0 1 0 0 0 0 0999 V2000 4.2072 -1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8053 0.8309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8053 -0.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9393 1.3309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9393 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0733 0.8309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0933 1.7796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4067 2.6456 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5933 2.6456 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0933 3.5116 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4013 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6092 -2.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2072 -0.6691 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.0733 -0.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0933 1.7796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0933 3.5116 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6092 -0.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4067 0.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4752 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7431 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4752 -1.6691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.7431 -1.6691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.3412 -0.1691 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 -1.5933 4.3776 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.1229 -2.1691 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 -0.2079 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5933 4.3776 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 2 0 0 0 0 5 14 2 0 0 0 0 6 14 1 0 0 0 0 7 9 1 0 0 0 0 7 15 2 0 0 0 0 8 10 2 0 0 0 0 8 15 1 0 0 0 0 9 16 2 0 0 0 0 10 16 1 0 0 0 0 11 17 1 0 0 0 0 11 18 2 0 0 0 0 12 21 2 0 0 0 0 12 22 1 0 0 0 0 13 1 1 1 0 0 0 13 14 1 0 0 0 0 13 23 1 0 0 0 0 15 18 1 0 0 0 0 16 25 1 0 0 0 0 17 19 1 0 0 0 0 17 20 2 0 0 0 0 18 24 1 0 0 0 0 19 21 1 0 0 0 0 19 23 2 3 0 0 0 20 22 1 0 0 0 0 20 24 1 0 0 0 0 22 26 1 0 0 0 0 24 27 1 0 0 0 0 25 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC001131; DNC000803
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6918403; 9918746
ChEBI
CAS Number

Drug Properties

Molecular Weight	330.15
ALogP	-2.1489
MLogP	3.11
XLogP	4.904
HDA	4
HBD	3
Rotatable Bonds	5
TPSA	72.77
RO5 Violation	0