NPASS drugs

Drug Information

Drug ID:	NPD5882
Drug Name:
Molecular Formula:	C24H25FN4O2
Canonical SMILES:	Fc1ccc2c(c1)onc2C1CCN(CC1)CCc1c(C)nc2n(c1=O)cccc2C
Standard InCHI:	InChI=1S/C24H25FN4O2/c1-15-4-3-10-29-23(15)26-16(2)19(24(29)30)9-13-28-11-7-17(8-12-28)22-20-6-5-18(25)14-21(20)31-27-22/h3-6,10,14,17H,7-9,11-13H2,1-2H3
Standard InCHIKey:	ZZQNEJILGNNOEP-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5882

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	368
0.1-0.2	2147
0.2-0.3	9622
0.3-0.4	4900
0.4-0.5	10950
0.5-0.6	2659
0.6-0.7	241
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	0.711	NPC220851
Intermediate Similarity	0.7104	NPC471762
Intermediate Similarity	0.7027	NPC66777
Remote Similarity	0.6982	NPC157931
Remote Similarity	0.6906	NPC257851
Remote Similarity	0.6881	NPC150308
Remote Similarity	0.6863	NPC471195
Remote Similarity	0.6863	NPC471196
Remote Similarity	0.6809	NPC264400
Remote Similarity	0.6784	NPC474081
Remote Similarity	0.6734	NPC475607
Remote Similarity	0.6731	NPC198401
Remote Similarity	0.6683	NPC475594
Remote Similarity	0.6667	NPC471615
Remote Similarity	0.6667	NPC474041
Remote Similarity	0.6667	NPC475761
Remote Similarity	0.6667	NPC92803
Remote Similarity	0.665	NPC18890
Remote Similarity	0.6633	NPC471130
Remote Similarity	0.6618	NPC21429
Remote Similarity	0.6615	NPC88970
Remote Similarity	0.6606	NPC322064
Remote Similarity	0.6589	NPC295898
Remote Similarity	0.6558	NPC295548
Remote Similarity	0.6545	NPC153980
Remote Similarity	0.6545	NPC6865
Remote Similarity	0.6544	NPC471155
Remote Similarity	0.6544	NPC472538
Remote Similarity	0.6544	NPC243850
Remote Similarity	0.6514	NPC270241
Remote Similarity	0.6509	NPC472542
Remote Similarity	0.6509	NPC472541
Remote Similarity	0.65	NPC72956
Remote Similarity	0.6498	NPC471191
Remote Similarity	0.6498	NPC225400
Remote Similarity	0.6495	NPC84317
Remote Similarity	0.6489	NPC323969
Remote Similarity	0.6488	NPC303374
Remote Similarity	0.6481	NPC477549
Remote Similarity	0.6468	NPC470786
Remote Similarity	0.6465	NPC471944
Remote Similarity	0.6462	NPC472539
Remote Similarity	0.6462	NPC470787
Remote Similarity	0.6462	NPC472540
Remote Similarity	0.6455	NPC85273
Remote Similarity	0.6432	NPC78767
Remote Similarity	0.6432	NPC473814
Remote Similarity	0.6429	NPC207428
Remote Similarity	0.6429	NPC154478
Remote Similarity	0.6425	NPC282103
Remote Similarity	0.6416	NPC128115
Remote Similarity	0.6415	NPC93390
Remote Similarity	0.6406	NPC200836
Remote Similarity	0.6398	NPC56170
Remote Similarity	0.6396	NPC471194
Remote Similarity	0.6396	NPC471193
Remote Similarity	0.6395	NPC141053
Remote Similarity	0.6393	NPC16249
Remote Similarity	0.6384	NPC471192
Remote Similarity	0.6384	NPC274982
Remote Similarity	0.6377	NPC46895
Remote Similarity	0.6368	NPC316181
Remote Similarity	0.6368	NPC74562
Remote Similarity	0.6368	NPC151781
Remote Similarity	0.6359	NPC143977
Remote Similarity	0.6343	NPC121327
Remote Similarity	0.6335	NPC174672
Remote Similarity	0.6332	NPC204867
Remote Similarity	0.6323	NPC264176
Remote Similarity	0.6311	NPC73994
Remote Similarity	0.6311	NPC61011
Remote Similarity	0.6311	NPC244543
Remote Similarity	0.6306	NPC476651
Remote Similarity	0.6298	NPC285923
Remote Similarity	0.6295	NPC207866
Remote Similarity	0.6293	NPC28848
Remote Similarity	0.6293	NPC14325
Remote Similarity	0.6286	NPC473815
Remote Similarity	0.6283	NPC27041
Remote Similarity	0.6283	NPC15384
Remote Similarity	0.6283	NPC244425
Remote Similarity	0.6281	NPC191863
Remote Similarity	0.6281	NPC289776
Remote Similarity	0.6281	NPC133470
Remote Similarity	0.6279	NPC90229
Remote Similarity	0.6279	NPC74153
Remote Similarity	0.6277	NPC207554
Remote Similarity	0.6256	NPC248601
Remote Similarity	0.6256	NPC53144
Remote Similarity	0.625	NPC189116
Remote Similarity	0.625	NPC478078
Remote Similarity	0.625	NPC474916
Remote Similarity	0.625	NPC324445
Remote Similarity	0.6245	NPC477589
Remote Similarity	0.6245	NPC477587
Remote Similarity	0.6245	NPC470022
Remote Similarity	0.6244	NPC270918
Remote Similarity	0.6239	NPC62995
Remote Similarity	0.6239	NPC148183
Remote Similarity	0.6239	NPC152768
Remote Similarity	0.6237	NPC144691
Remote Similarity	0.6237	NPC300299
Remote Similarity	0.6232	NPC475685
Remote Similarity	0.6232	NPC271792
Remote Similarity	0.6228	NPC269270
Remote Similarity	0.6223	NPC194740
Remote Similarity	0.6221	NPC81535
Remote Similarity	0.6216	NPC287208
Remote Similarity	0.6215	NPC473821
Remote Similarity	0.6214	NPC83774
Remote Similarity	0.6213	NPC102593
Remote Similarity	0.6213	NPC196718
Remote Similarity	0.6209	NPC206186
Remote Similarity	0.6204	NPC470021
Remote Similarity	0.6201	NPC14686
Remote Similarity	0.62	NPC476231
Remote Similarity	0.6195	NPC469529
Remote Similarity	0.6192	NPC477586
Remote Similarity	0.6192	NPC477588
Remote Similarity	0.6192	NPC477585
Remote Similarity	0.6192	NPC477590
Remote Similarity	0.619	NPC295158
Remote Similarity	0.619	NPC322482
Remote Similarity	0.6188	NPC174758
Remote Similarity	0.6186	NPC329631
Remote Similarity	0.6179	NPC183805
Remote Similarity	0.6173	NPC117032
Remote Similarity	0.6171	NPC53344
Remote Similarity	0.6165	NPC471743
Remote Similarity	0.6161	NPC470020
Remote Similarity	0.6161	NPC135601
Remote Similarity	0.6161	NPC17273
Remote Similarity	0.6161	NPC141612
Remote Similarity	0.6158	NPC471574
Remote Similarity	0.6157	NPC472116
Remote Similarity	0.6154	NPC88110
Remote Similarity	0.6154	NPC472259
Remote Similarity	0.6154	NPC39822
Remote Similarity	0.6151	NPC101350
Remote Similarity	0.615	NPC27904
Remote Similarity	0.6146	NPC473804
Remote Similarity	0.6143	NPC258480
Remote Similarity	0.6142	NPC295021
Remote Similarity	0.6142	NPC281094
Remote Similarity	0.614	NPC305984
Remote Similarity	0.6136	NPC211813
Remote Similarity	0.6123	NPC237740
Remote Similarity	0.6121	NPC117244
Remote Similarity	0.6121	NPC122436
Remote Similarity	0.6121	NPC473763
Remote Similarity	0.6119	NPC177404
Remote Similarity	0.6117	NPC303225
Remote Similarity	0.6117	NPC470548
Remote Similarity	0.6116	NPC61038
Remote Similarity	0.6114	NPC119569
Remote Similarity	0.6114	NPC133003
Remote Similarity	0.6109	NPC184225
Remote Similarity	0.6109	NPC134848
Remote Similarity	0.6109	NPC235685
Remote Similarity	0.6108	NPC114637
Remote Similarity	0.6106	NPC110182
Remote Similarity	0.6103	NPC221873
Remote Similarity	0.6101	NPC472284
Remote Similarity	0.6099	NPC183777
Remote Similarity	0.6096	NPC470002
Remote Similarity	0.6096	NPC470001
Remote Similarity	0.6096	NPC330009
Remote Similarity	0.6095	NPC243058
Remote Similarity	0.6094	NPC473449
Remote Similarity	0.6089	NPC269367
Remote Similarity	0.6089	NPC471304
Remote Similarity	0.6089	NPC309845
Remote Similarity	0.6087	NPC313804
Remote Similarity	0.6087	NPC315804
Remote Similarity	0.6087	NPC48317
Remote Similarity	0.6085	NPC246381
Remote Similarity	0.6085	NPC311858
Remote Similarity	0.6083	NPC472293
Remote Similarity	0.6075	NPC324091
Remote Similarity	0.6075	NPC473008
Remote Similarity	0.6073	NPC106118
Remote Similarity	0.6071	NPC82548
Remote Similarity	0.607	NPC469727
Remote Similarity	0.607	NPC93653
Remote Similarity	0.607	NPC471197
Remote Similarity	0.6067	NPC470017
Remote Similarity	0.6066	NPC477003
Remote Similarity	0.6066	NPC203635
Remote Similarity	0.6064	NPC478083
Remote Similarity	0.6062	NPC136002
Remote Similarity	0.6061	NPC472099
Remote Similarity	0.6061	NPC276657
Remote Similarity	0.6059	NPC299582
Remote Similarity	0.6059	NPC471178
Remote Similarity	0.6055	NPC471199
Remote Similarity	0.6054	NPC175602
Remote Similarity	0.6053	NPC83214
Remote Similarity	0.6049	NPC65080
Remote Similarity	0.6049	NPC471943
Remote Similarity	0.6048	NPC28368

Drug Structure

NPD5882 OpenBabel08211708292D 31 35 0 0 0 0 0 0 0 0999 V2000 -8.0109 7.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5468 6.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.8769 4.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.8769 5.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1180 2.7681 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1399 2.5602 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 -4.5468 4.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.0109 4.2024 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 -4.5468 3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 1.0739 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.0109 6.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4128 5.7024 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 1.7872 2.0250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4128 4.7024 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 0.5000 0.8660 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 -7.1449 5.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2788 4.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7653 2.2329 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -6.2788 6.2024 0.0000 N 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 -3.6808 2.7024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.1449 4.7024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.2788 3.2024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 2 16 1 0 0 0 0 3 4 1 0 0 0 0 3 10 2 0 0 0 0 4 15 2 0 0 0 0 5 6 2 0 0 0 0 5 18 1 0 0 0 0 6 20 1 0 0 0 0 7 11 1 0 0 0 0 7 17 1 0 0 0 0 8 12 1 0 0 0 0 8 17 1 0 0 0 0 9 13 1 0 0 0 0 9 19 1 0 0 0 0 10 29 1 0 0 0 0 11 28 1 0 0 0 0 12 28 1 0 0 0 0 13 28 1 0 0 0 0 14 18 2 0 0 0 0 14 21 1 0 0 0 0 15 23 1 0 0 0 0 16 19 2 0 0 0 0 16 26 1 0 0 0 0 17 22 1 0 0 0 0 18 25 1 0 0 0 0 19 24 1 0 0 0 0 20 21 2 0 0 0 0 20 22 1 0 0 0 0 21 31 1 0 0 0 0 22 27 2 0 0 0 0 23 26 2 0 0 0 0 23 29 1 0 0 0 0 24 29 1 0 0 0 0 24 30 2 0 0 0 0 27 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000803; DCL000904
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	71351
ChEBI
CAS Number

Drug Properties

Molecular Weight	420.20
ALogP	0.2729
MLogP	3.33
XLogP	2.731
HDA	4
HBD	0
Rotatable Bonds	7
TPSA	61.94
RO5 Violation	0