NPASS drugs

Drug Information

Drug ID:	NPD1954
Drug Name:	Whi-P131
Molecular Formula:	C16H15N3O3
Canonical SMILES:	COc1cc2c(ncnc2cc1OC)Nc1ccc(cc1)O
Standard InCHI:	InChI=1S/C16H15N3O3/c1-21-14-7-12-13(8-15(14)22-2)17-9-18-16(12)19-10-3-5-11(20)6-4-10/h3-9,20H,1-2H3,(H,17,18,19)
Standard InCHIKey:	HOZUXBLMYUPGPZ-UHFFFAOYSA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD1954

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	478
0.1-0.2	4632
0.2-0.3	8428
0.3-0.4	6244
0.4-0.5	7965
0.5-0.6	2322
0.6-0.7	660
0.7-0.8	160
0.8-0.85	0
0.85-0.9	1
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
High Similarity	0.8533	NPC56271
Intermediate Similarity	0.799	NPC135887
Intermediate Similarity	0.799	NPC199277
Intermediate Similarity	0.7931	NPC472066
Intermediate Similarity	0.7931	NPC472031
Intermediate Similarity	0.7931	NPC472067
Intermediate Similarity	0.7907	NPC316981
Intermediate Similarity	0.7873	NPC130570
Intermediate Similarity	0.787	NPC266931
Intermediate Similarity	0.7845	NPC472068
Intermediate Similarity	0.7811	NPC144114
Intermediate Similarity	0.7808	NPC173080
Intermediate Similarity	0.7788	NPC162530
Intermediate Similarity	0.7661	NPC202605
Intermediate Similarity	0.7661	NPC112206
Intermediate Similarity	0.7589	NPC280272
Intermediate Similarity	0.7588	NPC164664
Intermediate Similarity	0.7562	NPC312872
Intermediate Similarity	0.756	NPC195268
Intermediate Similarity	0.756	NPC133140
Intermediate Similarity	0.7549	NPC477891
Intermediate Similarity	0.7535	NPC223427
Intermediate Similarity	0.7534	NPC193267
Intermediate Similarity	0.7534	NPC213530
Intermediate Similarity	0.7532	NPC295228
Intermediate Similarity	0.7512	NPC208060
Intermediate Similarity	0.7511	NPC9729
Intermediate Similarity	0.75	NPC476581
Intermediate Similarity	0.75	NPC36229
Intermediate Similarity	0.75	NPC16452
Intermediate Similarity	0.7479	NPC51854
Intermediate Similarity	0.7477	NPC234197
Intermediate Similarity	0.7477	NPC315957
Intermediate Similarity	0.7468	NPC30540
Intermediate Similarity	0.745	NPC278874
Intermediate Similarity	0.7444	NPC473513
Intermediate Similarity	0.7431	NPC193777
Intermediate Similarity	0.743	NPC476578
Intermediate Similarity	0.743	NPC476582
Intermediate Similarity	0.743	NPC4071
Intermediate Similarity	0.7419	NPC285558
Intermediate Similarity	0.7416	NPC230805
Intermediate Similarity	0.7406	NPC326634
Intermediate Similarity	0.7404	NPC204385
Intermediate Similarity	0.7397	NPC18348
Intermediate Similarity	0.7378	NPC308906
Intermediate Similarity	0.7376	NPC476688
Intermediate Similarity	0.7376	NPC476686
Intermediate Similarity	0.7376	NPC105758
Intermediate Similarity	0.7361	NPC31930
Intermediate Similarity	0.7342	NPC471603
Intermediate Similarity	0.7337	NPC224632
Intermediate Similarity	0.7336	NPC70956
Intermediate Similarity	0.7336	NPC243834
Intermediate Similarity	0.7333	NPC473822
Intermediate Similarity	0.7324	NPC131017
Intermediate Similarity	0.7315	NPC477019
Intermediate Similarity	0.7295	NPC206201
Intermediate Similarity	0.729	NPC251090
Intermediate Similarity	0.7288	NPC41501
Intermediate Similarity	0.7286	NPC254762
Intermediate Similarity	0.7286	NPC66083
Intermediate Similarity	0.7284	NPC160666
Intermediate Similarity	0.7281	NPC232727
Intermediate Similarity	0.7281	NPC118121
Intermediate Similarity	0.7277	NPC473183
Intermediate Similarity	0.7277	NPC307963
Intermediate Similarity	0.7269	NPC174049
Intermediate Similarity	0.7265	NPC53069
Intermediate Similarity	0.7265	NPC202768
Intermediate Similarity	0.7265	NPC296482
Intermediate Similarity	0.7265	NPC48353
Intermediate Similarity	0.7257	NPC204446
Intermediate Similarity	0.7252	NPC11464
Intermediate Similarity	0.7252	NPC167860
Intermediate Similarity	0.7252	NPC123976
Intermediate Similarity	0.7251	NPC472289
Intermediate Similarity	0.7248	NPC66815
Intermediate Similarity	0.724	NPC475910
Intermediate Similarity	0.7235	NPC176538
Intermediate Similarity	0.7235	NPC329747
Intermediate Similarity	0.7232	NPC471080
Intermediate Similarity	0.7232	NPC469592
Intermediate Similarity	0.723	NPC99666
Intermediate Similarity	0.7225	NPC62069
Intermediate Similarity	0.7215	NPC162484
Intermediate Similarity	0.7213	NPC303374
Intermediate Similarity	0.7206	NPC258773
Intermediate Similarity	0.7195	NPC313189
Intermediate Similarity	0.7191	NPC473184
Intermediate Similarity	0.7188	NPC96405
Intermediate Similarity	0.7188	NPC171409
Intermediate Similarity	0.717	NPC296527
Intermediate Similarity	0.7169	NPC475085
Intermediate Similarity	0.7169	NPC475112
Intermediate Similarity	0.7169	NPC291535
Intermediate Similarity	0.7162	NPC476465
Intermediate Similarity	0.7149	NPC250178
Intermediate Similarity	0.7143	NPC208284
Intermediate Similarity	0.7143	NPC84478
Intermediate Similarity	0.7136	NPC76748
Intermediate Similarity	0.713	NPC122463
Intermediate Similarity	0.713	NPC469589
Intermediate Similarity	0.7124	NPC235076
Intermediate Similarity	0.7123	NPC46580
Intermediate Similarity	0.7119	NPC208898
Intermediate Similarity	0.7117	NPC135549
Intermediate Similarity	0.7112	NPC132631
Intermediate Similarity	0.7112	NPC103687
Intermediate Similarity	0.711	NPC287437
Intermediate Similarity	0.7105	NPC469594
Intermediate Similarity	0.7104	NPC475070
Intermediate Similarity	0.7103	NPC92111
Intermediate Similarity	0.71	NPC26850
Intermediate Similarity	0.7098	NPC188420
Intermediate Similarity	0.7098	NPC290689
Intermediate Similarity	0.7095	NPC176127
Intermediate Similarity	0.7093	NPC477110
Intermediate Similarity	0.7087	NPC60621
Intermediate Similarity	0.7085	NPC477111
Intermediate Similarity	0.7082	NPC473185
Intermediate Similarity	0.708	NPC478074
Intermediate Similarity	0.7078	NPC329793
Intermediate Similarity	0.7078	NPC121772
Intermediate Similarity	0.7076	NPC473182
Intermediate Similarity	0.7067	NPC242923
Intermediate Similarity	0.7064	NPC201508
Intermediate Similarity	0.7054	NPC477795
Intermediate Similarity	0.7054	NPC477806
Intermediate Similarity	0.7054	NPC477796
Intermediate Similarity	0.7054	NPC477805
Intermediate Similarity	0.7051	NPC471762
Intermediate Similarity	0.7042	NPC217554
Intermediate Similarity	0.7039	NPC200888
Intermediate Similarity	0.7039	NPC214980
Intermediate Similarity	0.7035	NPC251160
Intermediate Similarity	0.7031	NPC100079
Intermediate Similarity	0.7031	NPC23614
Intermediate Similarity	0.7028	NPC42591
Intermediate Similarity	0.7028	NPC314002
Intermediate Similarity	0.7027	NPC165349
Intermediate Similarity	0.7027	NPC264166
Intermediate Similarity	0.7027	NPC274291
Intermediate Similarity	0.7027	NPC329708
Intermediate Similarity	0.7027	NPC47059
Intermediate Similarity	0.7027	NPC118832
Intermediate Similarity	0.7022	NPC5145
Intermediate Similarity	0.7018	NPC77555
Intermediate Similarity	0.7018	NPC474188
Intermediate Similarity	0.7018	NPC170114
Intermediate Similarity	0.7018	NPC153042
Intermediate Similarity	0.7013	NPC310118
Intermediate Similarity	0.7012	NPC132385
Intermediate Similarity	0.7012	NPC171393
Intermediate Similarity	0.7012	NPC295452
Intermediate Similarity	0.7012	NPC39092
Intermediate Similarity	0.7009	NPC157931
Intermediate Similarity	0.7004	NPC149471
Intermediate Similarity	0.7004	NPC271215
Intermediate Similarity	0.7	NPC46451
Intermediate Similarity	0.7	NPC473179
Remote Similarity	0.6996	NPC472111
Remote Similarity	0.6996	NPC470164
Remote Similarity	0.6996	NPC477113
Remote Similarity	0.6996	NPC476106
Remote Similarity	0.6996	NPC323345
Remote Similarity	0.6991	NPC114335
Remote Similarity	0.6991	NPC280964
Remote Similarity	0.6991	NPC141915
Remote Similarity	0.6986	NPC72211
Remote Similarity	0.6986	NPC283152
Remote Similarity	0.6986	NPC96890
Remote Similarity	0.6981	NPC204717
Remote Similarity	0.6979	NPC66777
Remote Similarity	0.6979	NPC252251
Remote Similarity	0.6978	NPC201697
Remote Similarity	0.6975	NPC277351
Remote Similarity	0.6974	NPC470549
Remote Similarity	0.6972	NPC242209
Remote Similarity	0.6972	NPC13880
Remote Similarity	0.6966	NPC2497
Remote Similarity	0.6958	NPC11408
Remote Similarity	0.6955	NPC284141
Remote Similarity	0.6952	NPC72980
Remote Similarity	0.6947	NPC471304
Remote Similarity	0.6943	NPC470799
Remote Similarity	0.6943	NPC8022
Remote Similarity	0.6941	NPC224928
Remote Similarity	0.6938	NPC288943
Remote Similarity	0.6936	NPC187145
Remote Similarity	0.6936	NPC110151
Remote Similarity	0.6934	NPC220765
Remote Similarity	0.6933	NPC470931
Remote Similarity	0.6933	NPC255800
Remote Similarity	0.6933	NPC96584
Remote Similarity	0.693	NPC236668
Remote Similarity	0.6923	NPC249040
Remote Similarity	0.6923	NPC35761
Remote Similarity	0.692	NPC304183
Remote Similarity	0.692	NPC477531

Drug Structure

NPD1954 OpenBabel08211701392D 24 26 0 0 0 0 0 0 0 0999 V2000 -0.8660 4.5000 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 2.5981 1.5000 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 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 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 -2.5981 1.5000 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 1.7321 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 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 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 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 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 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 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 22 1 0 0 0 0 3 5 1 0 0 0 0 3 10 2 0 0 0 0 4 6 2 0 0 0 0 4 10 1 0 0 0 0 5 11 2 0 0 0 0 6 11 1 0 0 0 0 7 12 2 0 0 0 0 7 14 1 0 0 0 0 8 13 2 0 0 0 0 8 15 1 0 0 0 0 9 17 2 0 0 0 0 9 18 1 0 0 0 0 10 19 1 0 0 0 0 11 20 1 0 0 0 0 12 13 1 0 0 0 0 12 16 1 0 0 0 0 13 17 1 0 0 0 0 14 15 2 0 0 0 0 14 21 1 0 0 0 0 15 22 1 0 0 0 0 16 18 2 0 0 0 0 16 19 1 0 0 0 0 19 23 1 0 0 0 0 20 24 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	297.11
ALogP	-0.9843
MLogP	2.56
XLogP	2.227
HDA	3
HBD	2
Rotatable Bonds	7
TPSA	76.5
RO5 Violation	0