NPASS drugs

Drug Information

Drug ID:	NPD1921
Drug Name:
Molecular Formula:	C16H14N2O
Canonical SMILES:	Cc1ccc(c(c1)c1n[nH]c(c1)c1ccccc1)O
Standard InCHI:	InChI=1S/C16H14N2O/c1-11-7-8-16(19)13(9-11)15-10-14(17-18-15)12-5-3-2-4-6-12/h2-10,19H,1H3,(H,17,18)
Standard InCHIKey:	AQWKVJFRGORALM-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1921

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	343
0.1-0.2	2264
0.2-0.3	10368
0.3-0.4	3831
0.4-0.5	11105
0.5-0.6	2606
0.6-0.7	353
0.7-0.8	20
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	0.776	NPC472193
Intermediate Similarity	0.7753	NPC94943
Intermediate Similarity	0.774	NPC212535
Intermediate Similarity	0.7697	NPC190007
Intermediate Similarity	0.7619	NPC477889
Intermediate Similarity	0.7543	NPC474409
Intermediate Similarity	0.7374	NPC72980
Intermediate Similarity	0.734	NPC153042
Intermediate Similarity	0.734	NPC243834
Intermediate Similarity	0.734	NPC70956
Intermediate Similarity	0.7278	NPC88363
Intermediate Similarity	0.7243	NPC128751
Intermediate Similarity	0.7243	NPC246700
Intermediate Similarity	0.7232	NPC477888
Intermediate Similarity	0.7204	NPC106833
Intermediate Similarity	0.7204	NPC469497
Intermediate Similarity	0.715	NPC291535
Intermediate Similarity	0.715	NPC475112
Intermediate Similarity	0.715	NPC475085
Intermediate Similarity	0.7005	NPC193777
Remote Similarity	0.6927	NPC70259
Remote Similarity	0.6915	NPC46580
Remote Similarity	0.6897	NPC183407
Remote Similarity	0.6875	NPC205934
Remote Similarity	0.6875	NPC43787
Remote Similarity	0.6875	NPC131017
Remote Similarity	0.6869	NPC476106
Remote Similarity	0.6866	NPC23294
Remote Similarity	0.6859	NPC99666
Remote Similarity	0.6856	NPC72211
Remote Similarity	0.6848	NPC96890
Remote Similarity	0.6832	NPC48353
Remote Similarity	0.6824	NPC477890
Remote Similarity	0.6816	NPC303951
Remote Similarity	0.68	NPC210828
Remote Similarity	0.68	NPC86834
Remote Similarity	0.6771	NPC324149
Remote Similarity	0.6769	NPC306376
Remote Similarity	0.6755	NPC84478
Remote Similarity	0.6753	NPC242209
Remote Similarity	0.6717	NPC199277
Remote Similarity	0.6717	NPC135887
Remote Similarity	0.6716	NPC39679
Remote Similarity	0.6715	NPC473179
Remote Similarity	0.6683	NPC162484
Remote Similarity	0.6683	NPC223427
Remote Similarity	0.6667	NPC476044
Remote Similarity	0.6667	NPC204717
Remote Similarity	0.6667	NPC267423
Remote Similarity	0.6667	NPC60553
Remote Similarity	0.6667	NPC294620
Remote Similarity	0.6651	NPC477532
Remote Similarity	0.665	NPC3207
Remote Similarity	0.665	NPC11464
Remote Similarity	0.6649	NPC144114
Remote Similarity	0.6633	NPC77555
Remote Similarity	0.6632	NPC314002
Remote Similarity	0.663	NPC159319
Remote Similarity	0.6629	NPC141353
Remote Similarity	0.6616	NPC329747
Remote Similarity	0.6614	NPC220765
Remote Similarity	0.6608	NPC470090
Remote Similarity	0.6603	NPC317031
Remote Similarity	0.6603	NPC150239
Remote Similarity	0.6601	NPC209769
Remote Similarity	0.6597	NPC171171
Remote Similarity	0.6588	NPC211416
Remote Similarity	0.6587	NPC247803
Remote Similarity	0.6582	NPC194967
Remote Similarity	0.658	NPC471593
Remote Similarity	0.6575	NPC315214
Remote Similarity	0.6575	NPC47298
Remote Similarity	0.657	NPC330009
Remote Similarity	0.6568	NPC166667
Remote Similarity	0.6567	NPC475070
Remote Similarity	0.6566	NPC18487
Remote Similarity	0.6566	NPC128823
Remote Similarity	0.6552	NPC470931
Remote Similarity	0.6552	NPC475910
Remote Similarity	0.654	NPC162748
Remote Similarity	0.6538	NPC32028
Remote Similarity	0.6537	NPC9894
Remote Similarity	0.6537	NPC87413
Remote Similarity	0.6533	NPC249040
Remote Similarity	0.6531	NPC276517
Remote Similarity	0.6528	NPC242928
Remote Similarity	0.652	NPC201697
Remote Similarity	0.6513	NPC141915
Remote Similarity	0.6513	NPC280964
Remote Similarity	0.6513	NPC114335
Remote Similarity	0.65	NPC26850
Remote Similarity	0.6497	NPC222982
Remote Similarity	0.6495	NPC473185
Remote Similarity	0.6489	NPC184964
Remote Similarity	0.6485	NPC470500
Remote Similarity	0.648	NPC106937
Remote Similarity	0.6465	NPC252251
Remote Similarity	0.6458	NPC476319
Remote Similarity	0.6447	NPC326634
Remote Similarity	0.6445	NPC174760
Remote Similarity	0.6442	NPC470549
Remote Similarity	0.644	NPC176127
Remote Similarity	0.6436	NPC134848
Remote Similarity	0.6435	NPC209174
Remote Similarity	0.6425	NPC314573
Remote Similarity	0.6422	NPC180504
Remote Similarity	0.6421	NPC478032
Remote Similarity	0.6417	NPC259545
Remote Similarity	0.6417	NPC208060
Remote Similarity	0.6417	NPC471294
Remote Similarity	0.6411	NPC74969
Remote Similarity	0.6411	NPC170114
Remote Similarity	0.6406	NPC62069
Remote Similarity	0.6406	NPC477531
Remote Similarity	0.6404	NPC285558
Remote Similarity	0.6402	NPC283152
Remote Similarity	0.64	NPC476167
Remote Similarity	0.6398	NPC213530
Remote Similarity	0.6398	NPC193267
Remote Similarity	0.6396	NPC329541
Remote Similarity	0.6387	NPC477891
Remote Similarity	0.6387	NPC474798
Remote Similarity	0.6381	NPC293151
Remote Similarity	0.6369	NPC184161
Remote Similarity	0.6368	NPC121772
Remote Similarity	0.6359	NPC476116
Remote Similarity	0.6351	NPC264285
Remote Similarity	0.635	NPC192315
Remote Similarity	0.6349	NPC288943
Remote Similarity	0.6347	NPC473182
Remote Similarity	0.6346	NPC310211
Remote Similarity	0.6346	NPC308137
Remote Similarity	0.6344	NPC278874
Remote Similarity	0.6341	NPC4687
Remote Similarity	0.6341	NPC283117
Remote Similarity	0.6341	NPC249583
Remote Similarity	0.6339	NPC131718
Remote Similarity	0.6337	NPC232727
Remote Similarity	0.6335	NPC249662
Remote Similarity	0.6333	NPC26872
Remote Similarity	0.6333	NPC469928
Remote Similarity	0.6332	NPC13880
Remote Similarity	0.633	NPC34508
Remote Similarity	0.633	NPC247980
Remote Similarity	0.6329	NPC5145
Remote Similarity	0.6328	NPC161292
Remote Similarity	0.6324	NPC471178
Remote Similarity	0.6324	NPC470930
Remote Similarity	0.6316	NPC266931
Remote Similarity	0.6316	NPC469592
Remote Similarity	0.6316	NPC478074
Remote Similarity	0.6316	NPC471080
Remote Similarity	0.6311	NPC477111
Remote Similarity	0.631	NPC126481
Remote Similarity	0.6304	NPC124542
Remote Similarity	0.6304	NPC59779
Remote Similarity	0.6304	NPC177404
Remote Similarity	0.6304	NPC224632
Remote Similarity	0.6304	NPC471177
Remote Similarity	0.6303	NPC169402
Remote Similarity	0.6303	NPC314552
Remote Similarity	0.6302	NPC314394
Remote Similarity	0.6299	NPC37584
Remote Similarity	0.6293	NPC477113
Remote Similarity	0.629	NPC473187
Remote Similarity	0.629	NPC19555
Remote Similarity	0.6287	NPC11017
Remote Similarity	0.6286	NPC116238
Remote Similarity	0.6284	NPC291359
Remote Similarity	0.6283	NPC232340
Remote Similarity	0.628	NPC473181
Remote Similarity	0.6278	NPC477861
Remote Similarity	0.6277	NPC105758
Remote Similarity	0.6277	NPC476686
Remote Similarity	0.6277	NPC476688
Remote Similarity	0.6275	NPC476098
Remote Similarity	0.6268	NPC128084
Remote Similarity	0.6264	NPC280853
Remote Similarity	0.6261	NPC473183
Remote Similarity	0.6257	NPC44161
Remote Similarity	0.625	NPC167860
Remote Similarity	0.625	NPC199667
Remote Similarity	0.625	NPC123976
Remote Similarity	0.625	NPC179287
Remote Similarity	0.6244	NPC473184
Remote Similarity	0.6243	NPC469828
Remote Similarity	0.6238	NPC477610
Remote Similarity	0.6233	NPC220851
Remote Similarity	0.623	NPC469428
Remote Similarity	0.6229	NPC245657
Remote Similarity	0.6229	NPC285016
Remote Similarity	0.6221	NPC202503
Remote Similarity	0.622	NPC294375
Remote Similarity	0.6219	NPC474188
Remote Similarity	0.6219	NPC156704
Remote Similarity	0.6216	NPC16667
Remote Similarity	0.6215	NPC477533
Remote Similarity	0.6211	NPC189812
Remote Similarity	0.6211	NPC329688
Remote Similarity	0.6209	NPC118228

Drug Structure

NPD1921 OpenBabel08211701392D 21 23 0 0 0 0 0 0 0 0999 V2000 -3.6646 -0.5430 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9487 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4836 1.1796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8958 1.9886 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0823 0.1615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1691 1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0768 0.2661 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9487 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4945 0.9706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0827 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9013 1.8841 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9781 0.2079 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 -1.3135 2.6931 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7213 -0.4612 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7202 3.6067 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 11 1 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 12 2 0 0 0 0 6 12 1 0 0 0 0 7 8 2 0 0 0 0 7 11 1 0 0 0 0 8 16 1 0 0 0 0 9 11 2 0 0 0 0 9 13 1 0 0 0 0 10 14 2 0 0 0 0 10 15 1 0 0 0 0 12 14 1 0 0 0 0 13 15 1 0 0 0 0 13 16 2 0 0 0 0 14 17 1 0 0 0 0 15 18 2 0 0 0 0 16 19 1 0 0 0 0 17 18 1 0 0 0 0 17 20 1 0 0 0 0 19 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB010726
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	250.11
ALogP	-0.2387
MLogP	2.89
XLogP	5.523
HDA	2
HBD	2
Rotatable Bonds	4
TPSA	48.91
RO5 Violation	1