NPASS drugs

Drug Information

Drug ID:	NPD1274
Drug Name:
Molecular Formula:	C14H14N4O3
Canonical SMILES:	Cc1ccc(cc1)COC(=NN=C(c1cnccn1)O)O
Standard InCHI:	InChI=1S/C14H14N4O3/c1-10-2-4-11(5-3-10)9-21-14(20)18-17-13(19)12-8-15-6-7-16-12/h2-8H,9H2,1H3,(H,17,19)(H,18,20)
Standard InCHIKey:	KPZJLYMKGJHVLC-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1274

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	193
0.1-0.2	1891
0.2-0.3	9558
0.3-0.4	9237
0.4-0.5	7634
0.5-0.6	1879
0.6-0.7	478
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	0.7543	NPC284678
Intermediate Similarity	0.7486	NPC48938
Intermediate Similarity	0.7438	NPC471323
Intermediate Similarity	0.733	NPC219963
Intermediate Similarity	0.7243	NPC239954
Intermediate Similarity	0.7232	NPC161887
Intermediate Similarity	0.7232	NPC266551
Intermediate Similarity	0.7213	NPC198673
Intermediate Similarity	0.7151	NPC212213
Intermediate Similarity	0.7151	NPC284559
Intermediate Similarity	0.7107	NPC328029
Intermediate Similarity	0.707	NPC256893
Intermediate Similarity	0.7059	NPC168911
Intermediate Similarity	0.7056	NPC207851
Intermediate Similarity	0.7052	NPC41717
Intermediate Similarity	0.7018	NPC25899
Intermediate Similarity	0.7006	NPC134586
Intermediate Similarity	0.7006	NPC203754
Intermediate Similarity	0.7006	NPC150048
Intermediate Similarity	0.7005	NPC267928
Remote Similarity	0.6966	NPC211997
Remote Similarity	0.6935	NPC226202
Remote Similarity	0.6932	NPC14651
Remote Similarity	0.6932	NPC121658
Remote Similarity	0.6923	NPC212125
Remote Similarity	0.6894	NPC29702
Remote Similarity	0.6879	NPC48192
Remote Similarity	0.6875	NPC314940
Remote Similarity	0.6875	NPC473764
Remote Similarity	0.6875	NPC476518
Remote Similarity	0.6845	NPC288445
Remote Similarity	0.6839	NPC470500
Remote Similarity	0.6839	NPC263439
Remote Similarity	0.6837	NPC123839
Remote Similarity	0.6836	NPC158129
Remote Similarity	0.6831	NPC20249
Remote Similarity	0.6823	NPC57398
Remote Similarity	0.6821	NPC266249
Remote Similarity	0.6815	NPC165370
Remote Similarity	0.6806	NPC19872
Remote Similarity	0.6798	NPC313791
Remote Similarity	0.6782	NPC177404
Remote Similarity	0.6754	NPC476167
Remote Similarity	0.6753	NPC470505
Remote Similarity	0.6743	NPC102423
Remote Similarity	0.6724	NPC131718
Remote Similarity	0.6709	NPC306397
Remote Similarity	0.6705	NPC471178
Remote Similarity	0.6704	NPC111624
Remote Similarity	0.6702	NPC192315
Remote Similarity	0.6701	NPC476138
Remote Similarity	0.6701	NPC245816
Remote Similarity	0.6686	NPC63562
Remote Similarity	0.6686	NPC124542
Remote Similarity	0.6686	NPC59779
Remote Similarity	0.6686	NPC471177
Remote Similarity	0.6684	NPC109922
Remote Similarity	0.6683	NPC118940
Remote Similarity	0.6667	NPC274291
Remote Similarity	0.6667	NPC264166
Remote Similarity	0.6667	NPC470799
Remote Similarity	0.6667	NPC8022
Remote Similarity	0.6667	NPC329708
Remote Similarity	0.6667	NPC118832
Remote Similarity	0.6667	NPC165349
Remote Similarity	0.6667	NPC5145
Remote Similarity	0.6667	NPC314394
Remote Similarity	0.6667	NPC47059
Remote Similarity	0.665	NPC287208
Remote Similarity	0.6648	NPC252590
Remote Similarity	0.6648	NPC97367
Remote Similarity	0.6648	NPC473057
Remote Similarity	0.6646	NPC324611
Remote Similarity	0.6632	NPC135950
Remote Similarity	0.6629	NPC324203
Remote Similarity	0.6629	NPC63338
Remote Similarity	0.6629	NPC322976
Remote Similarity	0.6615	NPC474916
Remote Similarity	0.6609	NPC269919
Remote Similarity	0.6609	NPC132680
Remote Similarity	0.6604	NPC471311
Remote Similarity	0.6604	NPC471313
Remote Similarity	0.6598	NPC232727
Remote Similarity	0.6575	NPC469938
Remote Similarity	0.657	NPC153769
Remote Similarity	0.6564	NPC473761
Remote Similarity	0.6561	NPC114974
Remote Similarity	0.6556	NPC249614
Remote Similarity	0.6546	NPC176538
Remote Similarity	0.6546	NPC315957
Remote Similarity	0.6533	NPC185782
Remote Similarity	0.6529	NPC220523
Remote Similarity	0.6526	NPC324149
Remote Similarity	0.6522	NPC24864
Remote Similarity	0.6517	NPC26679
Remote Similarity	0.6514	NPC212742
Remote Similarity	0.6514	NPC138018
Remote Similarity	0.6508	NPC3715
Remote Similarity	0.6505	NPC320394
Remote Similarity	0.6495	NPC103361
Remote Similarity	0.6495	NPC123395
Remote Similarity	0.6489	NPC206251
Remote Similarity	0.6489	NPC74382
Remote Similarity	0.6488	NPC193267
Remote Similarity	0.6488	NPC213530
Remote Similarity	0.6485	NPC476287
Remote Similarity	0.648	NPC98187
Remote Similarity	0.6477	NPC224928
Remote Similarity	0.6471	NPC62510
Remote Similarity	0.6464	NPC273532
Remote Similarity	0.6461	NPC311276
Remote Similarity	0.6461	NPC211187
Remote Similarity	0.645	NPC174758
Remote Similarity	0.6447	NPC475774
Remote Similarity	0.6447	NPC53144
Remote Similarity	0.6437	NPC107287
Remote Similarity	0.6433	NPC161292
Remote Similarity	0.6433	NPC302159
Remote Similarity	0.6425	NPC60621
Remote Similarity	0.6425	NPC477975
Remote Similarity	0.6421	NPC469489
Remote Similarity	0.642	NPC129721
Remote Similarity	0.6414	NPC472259
Remote Similarity	0.6409	NPC256828
Remote Similarity	0.6408	NPC315804
Remote Similarity	0.6408	NPC313804
Remote Similarity	0.6404	NPC282231
Remote Similarity	0.6402	NPC182222
Remote Similarity	0.64	NPC82548
Remote Similarity	0.6396	NPC211813
Remote Similarity	0.6395	NPC470111
Remote Similarity	0.6389	NPC54988
Remote Similarity	0.6383	NPC282103
Remote Similarity	0.6383	NPC42591
Remote Similarity	0.6382	NPC317373
Remote Similarity	0.638	NPC315320
Remote Similarity	0.6378	NPC477019
Remote Similarity	0.6374	NPC470498
Remote Similarity	0.6369	NPC118511
Remote Similarity	0.6369	NPC162268
Remote Similarity	0.6369	NPC476118
Remote Similarity	0.6368	NPC174672
Remote Similarity	0.6364	NPC200836
Remote Similarity	0.6364	NPC141353
Remote Similarity	0.6354	NPC133140
Remote Similarity	0.6354	NPC195268
Remote Similarity	0.635	NPC193238
Remote Similarity	0.6349	NPC90415
Remote Similarity	0.6348	NPC279918
Remote Similarity	0.6348	NPC322644
Remote Similarity	0.6346	NPC310118
Remote Similarity	0.6346	NPC470502
Remote Similarity	0.6344	NPC168486
Remote Similarity	0.6344	NPC222592
Remote Similarity	0.6343	NPC26872
Remote Similarity	0.6341	NPC288349
Remote Similarity	0.634	NPC251090
Remote Similarity	0.6337	NPC123976
Remote Similarity	0.6337	NPC167860
Remote Similarity	0.6332	NPC475070
Remote Similarity	0.6332	NPC327592
Remote Similarity	0.6328	NPC469762
Remote Similarity	0.6324	NPC283152
Remote Similarity	0.6324	NPC219848
Remote Similarity	0.6324	NPC326575
Remote Similarity	0.6321	NPC307963
Remote Similarity	0.6321	NPC289786
Remote Similarity	0.6316	NPC470501
Remote Similarity	0.6313	NPC71079
Remote Similarity	0.6307	NPC263455
Remote Similarity	0.6303	NPC322488
Remote Similarity	0.6302	NPC117244
Remote Similarity	0.6302	NPC473763
Remote Similarity	0.6301	NPC112741
Remote Similarity	0.63	NPC475841
Remote Similarity	0.63	NPC474145
Remote Similarity	0.6298	NPC160105
Remote Similarity	0.6298	NPC49954
Remote Similarity	0.6298	NPC474561
Remote Similarity	0.6298	NPC108469
Remote Similarity	0.6296	NPC314002
Remote Similarity	0.6294	NPC234197
Remote Similarity	0.6294	NPC60553
Remote Similarity	0.6292	NPC230869
Remote Similarity	0.6292	NPC84508
Remote Similarity	0.629	NPC256268
Remote Similarity	0.6287	NPC469589
Remote Similarity	0.6286	NPC470503
Remote Similarity	0.6283	NPC224327
Remote Similarity	0.6283	NPC110741
Remote Similarity	0.6283	NPC44354
Remote Similarity	0.628	NPC173080
Remote Similarity	0.628	NPC314270
Remote Similarity	0.6278	NPC476446
Remote Similarity	0.6278	NPC474217
Remote Similarity	0.6278	NPC78375
Remote Similarity	0.6278	NPC469813
Remote Similarity	0.6277	NPC243058
Remote Similarity	0.6276	NPC265576
Remote Similarity	0.6274	NPC110151

Drug Structure

NPD1274 OpenBabel08211700192D 23 24 0 0 0 0 0 0 0 0999 V2000 6.9282 -0.0000 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 6.0622 1.5000 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 2.0000 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 -0.8660 0.5000 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 3.4641 2.0000 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 4.3301 1.5000 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 0.8660 -1.5000 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 -1.7321 -1.0000 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 1.7321 -1.0000 0.0000 N 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 0.8660 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 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 -0.0000 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 4 1 0 0 0 0 2 10 2 0 0 0 0 3 5 2 0 0 0 0 3 10 1 0 0 0 0 4 11 2 0 0 0 0 5 11 1 0 0 0 0 6 7 1 0 0 0 0 6 15 2 0 0 0 0 7 16 2 0 0 0 0 8 12 2 0 0 0 0 8 15 1 0 0 0 0 9 11 1 0 0 0 0 9 21 1 0 0 0 0 12 13 1 0 0 0 0 12 16 1 0 0 0 0 13 17 2 3 0 0 0 13 19 1 0 0 0 0 14 18 2 3 0 0 0 14 20 1 0 0 0 0 14 21 1 0 0 0 0 17 18 1 0 0 0 0 19 22 1 0 0 0 0 20 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL003690
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	478568
ChEBI
CAS Number

Drug Properties

Molecular Weight	286.11
ALogP	1.0412
MLogP	2.23
XLogP	4.251
HDA	7
HBD	2
Rotatable Bonds	8
TPSA	100.19
RO5 Violation	0