NPASS drugs

Drug Information

Drug ID:	NPD5560
Drug Name:
Molecular Formula:	C23H25N5O4
Canonical SMILES:	N#CCC(OC(=N[C@H](c1cccc(c1)N=C(Nc1ccc(c(c1)OC)C#N)O)C)O)CC
Standard InCHI:	InChI=1S/C23H25N5O4/c1-4-20(10-11-24)32-23(30)26-15(2)16-6-5-7-18(12-16)27-22(29)28-19-9-8-17(14-25)21(13-19)31-3/h5-9,12-13,15,20H,4,10H2,1-3H3,(H,26,30)(H2,27,28,29)/t15-,20?/m0/s1
Standard InCHIKey:	PJFQWSNOXLEDDZ-OOJLDXBWSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5560

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	206
0.1-0.2	1510
0.2-0.3	9925
0.3-0.4	3140
0.4-0.5	11612
0.5-0.6	4016
0.6-0.7	478
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	0.7158	NPC474059
Intermediate Similarity	0.7049	NPC85482
Intermediate Similarity	0.7049	NPC310894
Remote Similarity	0.6915	NPC70092
Remote Similarity	0.6909	NPC471306
Remote Similarity	0.6909	NPC471321
Remote Similarity	0.6893	NPC219383
Remote Similarity	0.6868	NPC292143
Remote Similarity	0.6868	NPC139506
Remote Similarity	0.6831	NPC70172
Remote Similarity	0.6813	NPC72291
Remote Similarity	0.68	NPC111492
Remote Similarity	0.6768	NPC70956
Remote Similarity	0.6768	NPC472191
Remote Similarity	0.6768	NPC243834
Remote Similarity	0.6755	NPC473432
Remote Similarity	0.6755	NPC168153
Remote Similarity	0.6738	NPC225381
Remote Similarity	0.6735	NPC79213
Remote Similarity	0.6721	NPC230942
Remote Similarity	0.6721	NPC315498
Remote Similarity	0.6704	NPC13397
Remote Similarity	0.6701	NPC469830
Remote Similarity	0.6684	NPC475411
Remote Similarity	0.6667	NPC25897
Remote Similarity	0.6649	NPC73280
Remote Similarity	0.6648	NPC469428
Remote Similarity	0.6634	NPC193777
Remote Similarity	0.6633	NPC13880
Remote Similarity	0.6632	NPC285941
Remote Similarity	0.6618	NPC87714
Remote Similarity	0.6617	NPC212163
Remote Similarity	0.6599	NPC22476
Remote Similarity	0.6598	NPC249405
Remote Similarity	0.6585	NPC476106
Remote Similarity	0.6585	NPC261388
Remote Similarity	0.6583	NPC243626
Remote Similarity	0.6583	NPC230313
Remote Similarity	0.657	NPC237227
Remote Similarity	0.6567	NPC72211
Remote Similarity	0.6564	NPC276674
Remote Similarity	0.6564	NPC33902
Remote Similarity	0.6552	NPC232600
Remote Similarity	0.6552	NPC295676
Remote Similarity	0.6548	NPC312531
Remote Similarity	0.6548	NPC474904
Remote Similarity	0.6546	NPC84478
Remote Similarity	0.6546	NPC179704
Remote Similarity	0.654	NPC170114
Remote Similarity	0.6538	NPC11464
Remote Similarity	0.6528	NPC190461
Remote Similarity	0.6522	NPC475910
Remote Similarity	0.652	NPC475112
Remote Similarity	0.652	NPC475085
Remote Similarity	0.652	NPC291535
Remote Similarity	0.6515	NPC28510
Remote Similarity	0.6514	NPC314113
Remote Similarity	0.6503	NPC10875
Remote Similarity	0.6503	NPC10730
Remote Similarity	0.6502	NPC329747
Remote Similarity	0.65	NPC131017
Remote Similarity	0.6497	NPC320088
Remote Similarity	0.6493	NPC470549
Remote Similarity	0.6471	NPC299582
Remote Similarity	0.6471	NPC24954
Remote Similarity	0.6468	NPC70259
Remote Similarity	0.6468	NPC303214
Remote Similarity	0.6456	NPC156728
Remote Similarity	0.6456	NPC244606
Remote Similarity	0.6456	NPC226914
Remote Similarity	0.6456	NPC473422
Remote Similarity	0.6452	NPC177404
Remote Similarity	0.6437	NPC166667
Remote Similarity	0.6436	NPC19555
Remote Similarity	0.6432	NPC291359
Remote Similarity	0.6429	NPC184161
Remote Similarity	0.6422	NPC315957
Remote Similarity	0.642	NPC212850
Remote Similarity	0.642	NPC189724
Remote Similarity	0.642	NPC83289
Remote Similarity	0.6418	NPC43787
Remote Similarity	0.6418	NPC205934
Remote Similarity	0.6414	NPC477186
Remote Similarity	0.6413	NPC315257
Remote Similarity	0.6413	NPC292003
Remote Similarity	0.6408	NPC162484
Remote Similarity	0.6404	NPC100863
Remote Similarity	0.6398	NPC48353
Remote Similarity	0.6392	NPC287588
Remote Similarity	0.6386	NPC162653
Remote Similarity	0.6385	NPC152768
Remote Similarity	0.6385	NPC148183
Remote Similarity	0.638	NPC323948
Remote Similarity	0.6378	NPC62069
Remote Similarity	0.6373	NPC127082
Remote Similarity	0.6368	NPC469592
Remote Similarity	0.6368	NPC302001
Remote Similarity	0.6368	NPC471080
Remote Similarity	0.6368	NPC478074
Remote Similarity	0.635	NPC203628
Remote Similarity	0.6347	NPC471315
Remote Similarity	0.6347	NPC471314
Remote Similarity	0.6345	NPC473007
Remote Similarity	0.6345	NPC275132
Remote Similarity	0.6344	NPC29647
Remote Similarity	0.6343	NPC86078
Remote Similarity	0.6338	NPC189661
Remote Similarity	0.6333	NPC201697
Remote Similarity	0.6333	NPC477160
Remote Similarity	0.6329	NPC473460
Remote Similarity	0.6327	NPC469831
Remote Similarity	0.6326	NPC469594
Remote Similarity	0.6324	NPC2295
Remote Similarity	0.6324	NPC477564
Remote Similarity	0.6318	NPC187145
Remote Similarity	0.6318	NPC473004
Remote Similarity	0.631	NPC79328
Remote Similarity	0.6307	NPC214988
Remote Similarity	0.6304	NPC26872
Remote Similarity	0.6303	NPC25961
Remote Similarity	0.63	NPC473008
Remote Similarity	0.6298	NPC14339
Remote Similarity	0.6298	NPC475147
Remote Similarity	0.6294	NPC469829
Remote Similarity	0.6292	NPC323204
Remote Similarity	0.629	NPC26850
Remote Similarity	0.629	NPC93593
Remote Similarity	0.6289	NPC283152
Remote Similarity	0.6289	NPC9475
Remote Similarity	0.6284	NPC207824
Remote Similarity	0.6284	NPC60538
Remote Similarity	0.6283	NPC86144
Remote Similarity	0.6283	NPC195392
Remote Similarity	0.6283	NPC304659
Remote Similarity	0.628	NPC52801
Remote Similarity	0.6278	NPC247298
Remote Similarity	0.6275	NPC314948
Remote Similarity	0.6273	NPC227908
Remote Similarity	0.6272	NPC325013
Remote Similarity	0.6269	NPC1820
Remote Similarity	0.6268	NPC477161
Remote Similarity	0.6265	NPC41801
Remote Similarity	0.6264	NPC267237
Remote Similarity	0.6263	NPC94943
Remote Similarity	0.6262	NPC127178
Remote Similarity	0.6262	NPC67904
Remote Similarity	0.6257	NPC101372
Remote Similarity	0.6257	NPC203784
Remote Similarity	0.6257	NPC170503
Remote Similarity	0.6257	NPC126519
Remote Similarity	0.625	NPC287358
Remote Similarity	0.6244	NPC176127
Remote Similarity	0.6244	NPC127996
Remote Similarity	0.6244	NPC119722
Remote Similarity	0.6244	NPC23080
Remote Similarity	0.6244	NPC193906
Remote Similarity	0.6239	NPC477532
Remote Similarity	0.6236	NPC168861
Remote Similarity	0.6235	NPC141739
Remote Similarity	0.6235	NPC136112
Remote Similarity	0.6232	NPC472330
Remote Similarity	0.6232	NPC476044
Remote Similarity	0.6232	NPC472329
Remote Similarity	0.6232	NPC267423
Remote Similarity	0.623	NPC209377
Remote Similarity	0.6227	NPC115588
Remote Similarity	0.6221	NPC473179
Remote Similarity	0.622	NPC285558
Remote Similarity	0.622	NPC301292
Remote Similarity	0.622	NPC313112
Remote Similarity	0.6219	NPC296742
Remote Similarity	0.6216	NPC252251
Remote Similarity	0.6216	NPC76213
Remote Similarity	0.6216	NPC277669
Remote Similarity	0.6215	NPC318591
Remote Similarity	0.6215	NPC231163
Remote Similarity	0.6214	NPC241263
Remote Similarity	0.6213	NPC328267
Remote Similarity	0.6213	NPC211218
Remote Similarity	0.6212	NPC190007
Remote Similarity	0.6211	NPC151171
Remote Similarity	0.6209	NPC245974
Remote Similarity	0.6207	NPC78284
Remote Similarity	0.6205	NPC43275
Remote Similarity	0.6203	NPC138487
Remote Similarity	0.6203	NPC216459
Remote Similarity	0.6203	NPC41178
Remote Similarity	0.62	NPC21425
Remote Similarity	0.6198	NPC193853
Remote Similarity	0.6198	NPC257354
Remote Similarity	0.6198	NPC223077
Remote Similarity	0.6198	NPC476573
Remote Similarity	0.6198	NPC56887
Remote Similarity	0.6198	NPC35627
Remote Similarity	0.6198	NPC81247
Remote Similarity	0.6195	NPC153042
Remote Similarity	0.6195	NPC478049
Remote Similarity	0.6195	NPC313720
Remote Similarity	0.6195	NPC17160
Remote Similarity	0.6193	NPC260118

Drug Structure

NPD5560 OpenBabel08211708292D 35 36 0 0 1 0 0 0 0 0999 V2000 1.7321 -7.0000 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 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -6.0000 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 6.0622 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -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 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -4.0000 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 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 5.1962 -4.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 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 4.3301 -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 2.5981 -5.5000 0.0000 C 0 0 3 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 3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -5.5000 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 -1.7321 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 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 5.1962 -6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 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 6.0622 -5.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 3 31 1 0 0 0 0 4 20 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 16 1 0 0 0 0 7 18 2 0 0 0 0 8 9 2 0 0 0 0 8 17 1 0 0 0 0 9 19 1 0 0 0 0 10 11 1 0 0 0 0 10 20 1 0 0 0 0 11 24 3 0 0 0 0 12 16 2 0 0 0 0 12 18 1 0 0 0 0 13 19 2 0 0 0 0 13 21 1 0 0 0 0 14 17 1 0 0 0 0 14 25 3 0 0 0 0 15 2 1 6 0 0 0 15 16 1 0 0 0 0 15 26 1 0 0 0 0 17 21 2 0 0 0 0 18 27 1 0 0 0 0 19 28 1 0 0 0 0 20 32 1 0 0 0 0 21 31 1 0 0 0 0 22 27 2 3 0 0 0 22 28 1 0 0 0 0 22 29 1 0 0 0 0 23 26 2 3 0 0 0 23 30 1 0 0 0 0 23 32 1 0 0 0 0 28 33 1 0 0 0 0 29 34 1 0 0 0 0 30 35 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC001506
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	56603796
ChEBI
CAS Number

Drug Properties

Molecular Weight	435.19
ALogP	0.0488
MLogP	3
XLogP	4.54
HDA	8
HBD	3
Rotatable Bonds	15
TPSA	143.25
RO5 Violation	0