NPASS drugs

Drug Information

Drug ID:	NPD5839
Drug Name:
Molecular Formula:	C24H22N4O2
Canonical SMILES:	Cc1cccc(c1)N=C(NC1N=C(c2ccccc2)c2c(N(C1=O)C)cccc2)O
Standard InCHI:	InChI=1S/C24H22N4O2/c1-16-9-8-12-18(15-16)25-24(30)27-22-23(29)28(2)20-14-7-6-13-19(20)21(26-22)17-10-4-3-5-11-17/h3-15,22H,1-2H3,(H2,25,27,30)
Standard InCHIKey:	KDFQABSFVYLGPM-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5839

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	201
0.1-0.2	2391
0.2-0.3	11757
0.3-0.4	11494
0.4-0.5	2824
0.5-0.6	1830
0.6-0.7	385
0.7-0.8	8
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	0.7651	NPC325599
Intermediate Similarity	0.7347	NPC476950
Intermediate Similarity	0.7133	NPC313449
Intermediate Similarity	0.7133	NPC192209
Intermediate Similarity	0.7113	NPC288232
Intermediate Similarity	0.7063	NPC254798
Intermediate Similarity	0.7019	NPC109787
Intermediate Similarity	0.7006	NPC2823
Remote Similarity	0.6972	NPC296163
Remote Similarity	0.6972	NPC187036
Remote Similarity	0.6951	NPC295021
Remote Similarity	0.6951	NPC471132
Remote Similarity	0.6946	NPC68650
Remote Similarity	0.6923	NPC471130
Remote Similarity	0.6914	NPC16659
Remote Similarity	0.6908	NPC9856
Remote Similarity	0.6905	NPC88970
Remote Similarity	0.6903	NPC300299
Remote Similarity	0.6894	NPC470440
Remote Similarity	0.689	NPC117032
Remote Similarity	0.6886	NPC276085
Remote Similarity	0.6867	NPC84317
Remote Similarity	0.6857	NPC265710
Remote Similarity	0.6857	NPC302790
Remote Similarity	0.6853	NPC314141
Remote Similarity	0.6826	NPC222029
Remote Similarity	0.6816	NPC94752
Remote Similarity	0.6739	NPC474430
Remote Similarity	0.673	NPC207554
Remote Similarity	0.6726	NPC104345
Remote Similarity	0.6726	NPC299594
Remote Similarity	0.6724	NPC161861
Remote Similarity	0.6724	NPC242269
Remote Similarity	0.671	NPC476685
Remote Similarity	0.671	NPC476687
Remote Similarity	0.671	NPC476689
Remote Similarity	0.6705	NPC473380
Remote Similarity	0.6705	NPC240088
Remote Similarity	0.6686	NPC154478
Remote Similarity	0.6684	NPC106118
Remote Similarity	0.6667	NPC136002
Remote Similarity	0.6667	NPC83214
Remote Similarity	0.6667	NPC307396
Remote Similarity	0.6667	NPC133003
Remote Similarity	0.6647	NPC281094
Remote Similarity	0.6627	NPC66936
Remote Similarity	0.6624	NPC184437
Remote Similarity	0.6611	NPC21429
Remote Similarity	0.661	NPC14849
Remote Similarity	0.6608	NPC191863
Remote Similarity	0.6608	NPC289776
Remote Similarity	0.6608	NPC133470
Remote Similarity	0.6604	NPC132636
Remote Similarity	0.6603	NPC53044
Remote Similarity	0.6601	NPC252794
Remote Similarity	0.66	NPC475915
Remote Similarity	0.6585	NPC204141
Remote Similarity	0.6576	NPC276430
Remote Similarity	0.6573	NPC11126
Remote Similarity	0.657	NPC271734
Remote Similarity	0.6568	NPC172937
Remote Similarity	0.6568	NPC94167
Remote Similarity	0.6554	NPC471743
Remote Similarity	0.6549	NPC79618
Remote Similarity	0.6543	NPC238499
Remote Similarity	0.6536	NPC91179
Remote Similarity	0.6528	NPC471155
Remote Similarity	0.6519	NPC162417
Remote Similarity	0.6519	NPC228835
Remote Similarity	0.6519	NPC316104
Remote Similarity	0.651	NPC220698
Remote Similarity	0.6506	NPC321617
Remote Similarity	0.6497	NPC328611
Remote Similarity	0.6495	NPC270241
Remote Similarity	0.649	NPC71684
Remote Similarity	0.6481	NPC22082
Remote Similarity	0.6481	NPC471574
Remote Similarity	0.6481	NPC186284
Remote Similarity	0.648	NPC182057
Remote Similarity	0.648	NPC131450
Remote Similarity	0.648	NPC147298
Remote Similarity	0.6477	NPC225400
Remote Similarity	0.6477	NPC355
Remote Similarity	0.6474	NPC113056
Remote Similarity	0.6474	NPC138293
Remote Similarity	0.6471	NPC108339
Remote Similarity	0.6464	NPC470205
Remote Similarity	0.646	NPC469560
Remote Similarity	0.6452	NPC145754
Remote Similarity	0.6448	NPC141612
Remote Similarity	0.6448	NPC17273
Remote Similarity	0.6448	NPC135601
Remote Similarity	0.6443	NPC470786
Remote Similarity	0.6443	NPC472538
Remote Similarity	0.6432	NPC324091
Remote Similarity	0.6429	NPC291610
Remote Similarity	0.6424	NPC317564
Remote Similarity	0.6423	NPC471320
Remote Similarity	0.6423	NPC471319
Remote Similarity	0.6412	NPC476297
Remote Similarity	0.6412	NPC476219
Remote Similarity	0.6404	NPC248862
Remote Similarity	0.64	NPC228515
Remote Similarity	0.64	NPC264580
Remote Similarity	0.64	NPC49217
Remote Similarity	0.6392	NPC207428
Remote Similarity	0.6392	NPC471191
Remote Similarity	0.6389	NPC164802
Remote Similarity	0.638	NPC470301
Remote Similarity	0.6379	NPC189116
Remote Similarity	0.6379	NPC478182
Remote Similarity	0.6378	NPC213629
Remote Similarity	0.6369	NPC473329
Remote Similarity	0.6364	NPC6865
Remote Similarity	0.6364	NPC471194
Remote Similarity	0.6364	NPC153980
Remote Similarity	0.6364	NPC471193
Remote Similarity	0.6358	NPC125746
Remote Similarity	0.6352	NPC471322
Remote Similarity	0.6347	NPC478186
Remote Similarity	0.6346	NPC478079
Remote Similarity	0.634	NPC473376
Remote Similarity	0.6335	NPC471123
Remote Similarity	0.6335	NPC198988
Remote Similarity	0.6328	NPC65080
Remote Similarity	0.6328	NPC194411
Remote Similarity	0.6327	NPC71238
Remote Similarity	0.6324	NPC17059
Remote Similarity	0.6322	NPC194881
Remote Similarity	0.6322	NPC470203
Remote Similarity	0.6322	NPC225018
Remote Similarity	0.6319	NPC130251
Remote Similarity	0.6319	NPC434
Remote Similarity	0.6316	NPC316582
Remote Similarity	0.6316	NPC471199
Remote Similarity	0.6313	NPC72956
Remote Similarity	0.6312	NPC313352
Remote Similarity	0.6307	NPC300631
Remote Similarity	0.6306	NPC111428
Remote Similarity	0.6304	NPC99939
Remote Similarity	0.6304	NPC308931
Remote Similarity	0.6301	NPC474880
Remote Similarity	0.6301	NPC475990
Remote Similarity	0.6301	NPC221786
Remote Similarity	0.6299	NPC283130
Remote Similarity	0.6299	NPC328683
Remote Similarity	0.6296	NPC325252
Remote Similarity	0.6289	NPC325479
Remote Similarity	0.6287	NPC314372
Remote Similarity	0.6286	NPC21174
Remote Similarity	0.6286	NPC478184
Remote Similarity	0.6286	NPC271797
Remote Similarity	0.628	NPC88097
Remote Similarity	0.628	NPC301760
Remote Similarity	0.6272	NPC37548
Remote Similarity	0.6269	NPC470732
Remote Similarity	0.6267	NPC470544
Remote Similarity	0.6266	NPC472245
Remote Similarity	0.6265	NPC190296
Remote Similarity	0.6264	NPC470204
Remote Similarity	0.6264	NPC88110
Remote Similarity	0.6263	NPC472539
Remote Similarity	0.6263	NPC470787
Remote Similarity	0.6263	NPC472540
Remote Similarity	0.6258	NPC314102
Remote Similarity	0.6258	NPC251722
Remote Similarity	0.6257	NPC128582
Remote Similarity	0.6257	NPC200214
Remote Similarity	0.625	NPC212799
Remote Similarity	0.625	NPC165495
Remote Similarity	0.6243	NPC188821
Remote Similarity	0.6243	NPC474180
Remote Similarity	0.6243	NPC68354
Remote Similarity	0.6235	NPC40070
Remote Similarity	0.6235	NPC105818
Remote Similarity	0.6235	NPC33421
Remote Similarity	0.6235	NPC267508
Remote Similarity	0.6235	NPC206592
Remote Similarity	0.6235	NPC24678
Remote Similarity	0.6231	NPC54981
Remote Similarity	0.623	NPC472542
Remote Similarity	0.623	NPC472541
Remote Similarity	0.6229	NPC476231
Remote Similarity	0.6228	NPC242556
Remote Similarity	0.6225	NPC470545
Remote Similarity	0.6223	NPC92803
Remote Similarity	0.6223	NPC243716
Remote Similarity	0.6222	NPC275305
Remote Similarity	0.6222	NPC469938
Remote Similarity	0.6222	NPC37423
Remote Similarity	0.6215	NPC470509
Remote Similarity	0.6211	NPC294693
Remote Similarity	0.6207	NPC92796
Remote Similarity	0.6207	NPC293487
Remote Similarity	0.6207	NPC248601
Remote Similarity	0.6207	NPC135141
Remote Similarity	0.6205	NPC295548
Remote Similarity	0.6205	NPC63157
Remote Similarity	0.6205	NPC473868
Remote Similarity	0.6205	NPC277157

Drug Structure

NPD5839 OpenBabel08211708292D 32 35 0 0 1 0 0 0 0 0999 V2000 -4.7314 3.5139 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7331 -0.6802 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8127 2.0078 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5901 1.0328 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0796 2.6879 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6629 -1.3653 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7969 -1.8653 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2314 0.9158 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7314 1.7818 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6346 0.7381 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1240 2.3932 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2314 0.9158 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6629 -0.3653 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9309 -1.3653 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2314 2.6478 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2314 2.6478 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9015 1.4182 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7314 1.7818 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7969 0.1347 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9309 -0.3653 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9459 1.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2686 1.7818 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.2948 0.9556 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2314 2.6478 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7314 1.7818 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.2658 1.8565 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.2314 2.6478 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 -1.2836 1.1046 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7314 3.5139 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.2686 3.5139 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2314 4.3799 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 28 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 10 1 0 0 0 0 5 11 2 0 0 0 0 6 7 2 0 0 0 0 6 13 1 0 0 0 0 7 14 1 0 0 0 0 8 9 2 0 0 0 0 8 12 1 0 0 0 0 9 16 1 0 0 0 0 10 17 2 0 0 0 0 11 17 1 0 0 0 0 12 18 2 0 0 0 0 13 19 2 0 0 0 0 14 20 2 0 0 0 0 15 16 2 0 0 0 0 15 18 1 0 0 0 0 17 21 1 0 0 0 0 18 25 1 0 0 0 0 19 20 1 0 0 0 0 19 21 1 0 0 0 0 20 28 1 0 0 0 0 21 26 2 0 0 0 0 22 23 1 0 0 0 0 22 26 1 0 0 0 0 22 27 1 0 0 0 0 23 28 1 0 0 0 0 23 29 2 0 0 0 0 24 25 2 3 0 0 0 24 27 1 0 0 0 0 24 30 1 0 0 0 0 27 31 1 0 0 0 0 30 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC005790
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	104929
ChEBI
CAS Number

Drug Properties

Molecular Weight	398.17
ALogP	0.067
MLogP	3.44
XLogP	7.599
HDA	6
HBD	2
Rotatable Bonds	7
TPSA	77.29
RO5 Violation	1