NPASS drugs

Drug Information

Drug ID:	NPD5819
Drug Name:	Scarlet Red
Molecular Formula:	C24H20N4O
Canonical SMILES:	Cc1cc(ccc1/N=N/c1c(O)ccc2c1cccc2)/N=N/c1ccccc1C
Standard InCHI:	InChI=1S/C24H20N4O/c1-16-7-3-6-10-21(16)26-25-19-12-13-22(17(2)15-19)27-28-24-20-9-5-4-8-18(20)11-14-23(24)29/h3-15,29H,1-2H3/b26-25+,28-27+
Standard InCHIKey:	RCTGMCJBQGBLKT-PAMTUDGESA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5819

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	273
0.1-0.2	1688
0.2-0.3	7032
0.3-0.4	5673
0.4-0.5	9612
0.5-0.6	6001
0.6-0.7	608
0.7-0.8	3
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	0.7852	NPC470090
Intermediate Similarity	0.7434	NPC314113
Intermediate Similarity	0.7133	NPC313466
Remote Similarity	0.6972	NPC222982
Remote Similarity	0.6954	NPC126859
Remote Similarity	0.6954	NPC259665
Remote Similarity	0.6954	NPC89769
Remote Similarity	0.695	NPC321589
Remote Similarity	0.695	NPC322239
Remote Similarity	0.6932	NPC313886
Remote Similarity	0.6887	NPC124802
Remote Similarity	0.6875	NPC299180
Remote Similarity	0.6835	NPC11554
Remote Similarity	0.6831	NPC715
Remote Similarity	0.6821	NPC66177
Remote Similarity	0.6821	NPC8305
Remote Similarity	0.6821	NPC268763
Remote Similarity	0.6809	NPC95716
Remote Similarity	0.6806	NPC261973
Remote Similarity	0.6798	NPC276674
Remote Similarity	0.6798	NPC33902
Remote Similarity	0.6791	NPC32674
Remote Similarity	0.6786	NPC289776
Remote Similarity	0.6786	NPC255721
Remote Similarity	0.6786	NPC133470
Remote Similarity	0.6786	NPC191863
Remote Similarity	0.6784	NPC288430
Remote Similarity	0.6766	NPC103250
Remote Similarity	0.6761	NPC46940
Remote Similarity	0.6758	NPC78284
Remote Similarity	0.6747	NPC477889
Remote Similarity	0.6723	NPC192939
Remote Similarity	0.6723	NPC311936
Remote Similarity	0.6723	NPC215747
Remote Similarity	0.6715	NPC311660
Remote Similarity	0.6707	NPC322283
Remote Similarity	0.6705	NPC477185
Remote Similarity	0.6705	NPC265383
Remote Similarity	0.6688	NPC126637
Remote Similarity	0.6686	NPC477187
Remote Similarity	0.6685	NPC119579
Remote Similarity	0.6667	NPC195922
Remote Similarity	0.6667	NPC260118
Remote Similarity	0.6667	NPC314187
Remote Similarity	0.6648	NPC474815
Remote Similarity	0.6648	NPC28425
Remote Similarity	0.6645	NPC149379
Remote Similarity	0.663	NPC320088
Remote Similarity	0.6628	NPC33507
Remote Similarity	0.6612	NPC294244
Remote Similarity	0.6591	NPC285941
Remote Similarity	0.6575	NPC180253
Remote Similarity	0.6575	NPC82963
Remote Similarity	0.6575	NPC219170
Remote Similarity	0.6573	NPC322753
Remote Similarity	0.6571	NPC271274
Remote Similarity	0.6549	NPC58865
Remote Similarity	0.6547	NPC254965
Remote Similarity	0.6547	NPC327811
Remote Similarity	0.6544	NPC156313
Remote Similarity	0.6531	NPC311737
Remote Similarity	0.6531	NPC38458
Remote Similarity	0.651	NPC103916
Remote Similarity	0.6503	NPC141782
Remote Similarity	0.6503	NPC474904
Remote Similarity	0.6503	NPC13482
Remote Similarity	0.65	NPC314252
Remote Similarity	0.649	NPC120172
Remote Similarity	0.6478	NPC43218
Remote Similarity	0.6467	NPC71870
Remote Similarity	0.6464	NPC276060
Remote Similarity	0.6458	NPC176279
Remote Similarity	0.6458	NPC260323
Remote Similarity	0.645	NPC10875
Remote Similarity	0.645	NPC10730
Remote Similarity	0.6448	NPC22928
Remote Similarity	0.6447	NPC12824
Remote Similarity	0.6446	NPC144691
Remote Similarity	0.6446	NPC241392
Remote Similarity	0.6444	NPC76938
Remote Similarity	0.6433	NPC235628
Remote Similarity	0.6429	NPC314573
Remote Similarity	0.6424	NPC315829
Remote Similarity	0.6423	NPC225464
Remote Similarity	0.642	NPC470925
Remote Similarity	0.6414	NPC250323
Remote Similarity	0.6413	NPC112676
Remote Similarity	0.6413	NPC296742
Remote Similarity	0.6408	NPC151477
Remote Similarity	0.6405	NPC97578
Remote Similarity	0.64	NPC69006
Remote Similarity	0.64	NPC252817
Remote Similarity	0.6398	NPC211468
Remote Similarity	0.6398	NPC219233
Remote Similarity	0.6398	NPC170170
Remote Similarity	0.6397	NPC32714
Remote Similarity	0.6397	NPC274678
Remote Similarity	0.6397	NPC26244
Remote Similarity	0.6395	NPC317254
Remote Similarity	0.6393	NPC69213
Remote Similarity	0.6391	NPC26601
Remote Similarity	0.6389	NPC190461
Remote Similarity	0.6383	NPC138942
Remote Similarity	0.6382	NPC71094
Remote Similarity	0.6377	NPC92730
Remote Similarity	0.6375	NPC166667
Remote Similarity	0.6374	NPC132751
Remote Similarity	0.6369	NPC184161
Remote Similarity	0.6368	NPC25897
Remote Similarity	0.6364	NPC96224
Remote Similarity	0.6364	NPC24101
Remote Similarity	0.6364	NPC233835
Remote Similarity	0.6364	NPC126676
Remote Similarity	0.6364	NPC469671
Remote Similarity	0.6359	NPC224293
Remote Similarity	0.6359	NPC477186
Remote Similarity	0.6358	NPC323123
Remote Similarity	0.6357	NPC233827
Remote Similarity	0.6357	NPC168829
Remote Similarity	0.6357	NPC168393
Remote Similarity	0.6352	NPC317872
Remote Similarity	0.6351	NPC147957
Remote Similarity	0.6351	NPC471668
Remote Similarity	0.635	NPC202986
Remote Similarity	0.635	NPC216520
Remote Similarity	0.635	NPC132271
Remote Similarity	0.635	NPC292730
Remote Similarity	0.635	NPC473388
Remote Similarity	0.635	NPC82664
Remote Similarity	0.6345	NPC151537
Remote Similarity	0.6339	NPC288854
Remote Similarity	0.6333	NPC93071
Remote Similarity	0.6333	NPC176893
Remote Similarity	0.6333	NPC126002
Remote Similarity	0.6333	NPC287588
Remote Similarity	0.6333	NPC478032
Remote Similarity	0.6333	NPC268572
Remote Similarity	0.6331	NPC211885
Remote Similarity	0.633	NPC472193
Remote Similarity	0.6329	NPC244866
Remote Similarity	0.6328	NPC225381
Remote Similarity	0.6327	NPC249270
Remote Similarity	0.6327	NPC268160
Remote Similarity	0.6327	NPC118202
Remote Similarity	0.6327	NPC107240
Remote Similarity	0.6324	NPC151715
Remote Similarity	0.6324	NPC245187
Remote Similarity	0.6323	NPC9292
Remote Similarity	0.6323	NPC145659
Remote Similarity	0.6322	NPC204179
Remote Similarity	0.6321	NPC133156
Remote Similarity	0.6319	NPC254833
Remote Similarity	0.6319	NPC202647
Remote Similarity	0.6319	NPC228343
Remote Similarity	0.6312	NPC238696
Remote Similarity	0.6312	NPC288411
Remote Similarity	0.6309	NPC283468
Remote Similarity	0.6307	NPC257354
Remote Similarity	0.6307	NPC477888
Remote Similarity	0.6306	NPC471518
Remote Similarity	0.6306	NPC471519
Remote Similarity	0.6294	NPC37584
Remote Similarity	0.6294	NPC76327
Remote Similarity	0.629	NPC70340
Remote Similarity	0.6289	NPC189482
Remote Similarity	0.6286	NPC51015
Remote Similarity	0.6284	NPC249405
Remote Similarity	0.6284	NPC192948
Remote Similarity	0.6284	NPC35797
Remote Similarity	0.6284	NPC147179
Remote Similarity	0.6279	NPC291359
Remote Similarity	0.6276	NPC296683
Remote Similarity	0.6276	NPC473181
Remote Similarity	0.6275	NPC176208
Remote Similarity	0.627	NPC246700
Remote Similarity	0.627	NPC128751
Remote Similarity	0.6269	NPC177420
Remote Similarity	0.6269	NPC280347
Remote Similarity	0.6268	NPC117115
Remote Similarity	0.6267	NPC48342
Remote Similarity	0.6267	NPC164649
Remote Similarity	0.6267	NPC122009
Remote Similarity	0.6266	NPC254000
Remote Similarity	0.6265	NPC185838
Remote Similarity	0.6264	NPC27410
Remote Similarity	0.6264	NPC166014
Remote Similarity	0.6263	NPC17677
Remote Similarity	0.6258	NPC28476
Remote Similarity	0.6258	NPC133407
Remote Similarity	0.6257	NPC280964
Remote Similarity	0.6257	NPC114335
Remote Similarity	0.6257	NPC141915
Remote Similarity	0.625	NPC162314
Remote Similarity	0.625	NPC94139
Remote Similarity	0.625	NPC153690
Remote Similarity	0.625	NPC210497
Remote Similarity	0.625	NPC306884
Remote Similarity	0.625	NPC3358
Remote Similarity	0.625	NPC147284
Remote Similarity	0.6244	NPC199667

Drug Structure

NPD5819 OpenBabel08211708292D 30 33 0 0 0 0 0 0 0 0999 V2000 -5.1962 5.0000 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 -7.7942 4.5000 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 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 5.0000 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 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 3.0000 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 -2.5981 3.5000 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 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 4.5000 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 3.0000 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 -6.0622 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 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 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 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 -0.8660 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 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 1 16 1 0 0 0 0 2 17 1 0 0 0 0 3 6 2 0 0 0 0 3 7 1 0 0 0 0 4 5 2 0 0 0 0 4 8 1 0 0 0 0 5 9 1 0 0 0 0 6 10 1 0 0 0 0 7 16 2 0 0 0 0 8 18 2 0 0 0 0 9 20 2 0 0 0 0 10 21 2 0 0 0 0 11 14 2 0 0 0 0 11 18 1 0 0 0 0 12 13 1 0 0 0 0 12 19 2 0 0 0 0 13 22 2 0 0 0 0 14 23 1 0 0 0 0 15 17 2 0 0 0 0 15 19 1 0 0 0 0 16 21 1 0 0 0 0 17 22 1 0 0 0 0 18 20 1 0 0 0 0 19 25 1 0 0 0 0 20 24 1 0 0 0 0 21 26 1 0 0 0 0 22 27 1 0 0 0 0 23 24 2 0 0 0 0 23 29 1 0 0 0 0 24 28 1 0 0 0 0 25 26 2 0 0 0 0 27 28 2 0 0 0 0 29 30 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	380.16
ALogP	0.8237
MLogP	3.55
XLogP	9.697
HDA	4
HBD	1
Rotatable Bonds	7
TPSA	69.67
RO5 Violation	1