NPASS drugs

Drug Information

Drug ID:	NPD6163
Drug Name:
Molecular Formula:	C25H22N4O4
Canonical SMILES:	OC(=O)c1cccc(c1)C1=CC=C/C(=NNc2c(C)[nH]n(c2=O)c2ccc(c(c2)C)C)/C1=O
Standard InCHI:	InChI=1S/C25H22N4O4/c1-14-10-11-19(12-15(14)2)29-24(31)22(16(3)28-29)27-26-21-9-5-8-20(23(21)30)17-6-4-7-18(13-17)25(32)33/h4-13,27-28H,1-3H3,(H,32,33)/b26-21+
Standard InCHIKey:	TYEXNVNUZXJNBN-YYADALCUSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6163

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	231
0.1-0.2	1102
0.2-0.3	4440
0.3-0.4	9737
0.4-0.5	11738
0.5-0.6	3330
0.6-0.7	299
0.7-0.8	13
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	0.7293	NPC189116
Intermediate Similarity	0.7278	NPC27904
Intermediate Similarity	0.7257	NPC237649
Intermediate Similarity	0.7257	NPC300596
Intermediate Similarity	0.7241	NPC259678
Intermediate Similarity	0.7235	NPC181527
Intermediate Similarity	0.7211	NPC471742
Intermediate Similarity	0.7158	NPC470317
Intermediate Similarity	0.711	NPC472241
Intermediate Similarity	0.7093	NPC472243
Intermediate Similarity	0.7086	NPC472242
Intermediate Similarity	0.7074	NPC471743
Intermediate Similarity	0.7026	NPC313293
Remote Similarity	0.6994	NPC242933
Remote Similarity	0.6935	NPC182131
Remote Similarity	0.6806	NPC475607
Remote Similarity	0.6804	NPC243058
Remote Similarity	0.6791	NPC471130
Remote Similarity	0.6774	NPC88970
Remote Similarity	0.6771	NPC474081
Remote Similarity	0.6769	NPC203635
Remote Similarity	0.6765	NPC471944
Remote Similarity	0.6765	NPC472245
Remote Similarity	0.676	NPC478039
Remote Similarity	0.6754	NPC475594
Remote Similarity	0.673	NPC471741
Remote Similarity	0.6705	NPC253476
Remote Similarity	0.6701	NPC90415
Remote Similarity	0.6686	NPC287358
Remote Similarity	0.6684	NPC476231
Remote Similarity	0.6683	NPC471155
Remote Similarity	0.6683	NPC471195
Remote Similarity	0.6683	NPC471196
Remote Similarity	0.6667	NPC43477
Remote Similarity	0.6667	NPC192533
Remote Similarity	0.6667	NPC473815
Remote Similarity	0.6651	NPC270241
Remote Similarity	0.6651	NPC31700
Remote Similarity	0.6649	NPC256268
Remote Similarity	0.6649	NPC475761
Remote Similarity	0.6649	NPC474041
Remote Similarity	0.6649	NPC126676
Remote Similarity	0.6649	NPC469671
Remote Similarity	0.6648	NPC314186
Remote Similarity	0.6635	NPC225400
Remote Similarity	0.6628	NPC314098
Remote Similarity	0.6627	NPC205946
Remote Similarity	0.6615	NPC475685
Remote Similarity	0.6608	NPC150863
Remote Similarity	0.6603	NPC470786
Remote Similarity	0.6603	NPC472538
Remote Similarity	0.6598	NPC219848
Remote Similarity	0.6583	NPC206186
Remote Similarity	0.657	NPC280807
Remote Similarity	0.657	NPC314431
Remote Similarity	0.6538	NPC254798
Remote Similarity	0.6529	NPC472244
Remote Similarity	0.6529	NPC470343
Remote Similarity	0.6514	NPC184437
Remote Similarity	0.6513	NPC14849
Remote Similarity	0.6507	NPC314648
Remote Similarity	0.6506	NPC229353
Remote Similarity	0.6495	NPC248862
Remote Similarity	0.6495	NPC328611
Remote Similarity	0.6482	NPC49184
Remote Similarity	0.6462	NPC284102
Remote Similarity	0.6459	NPC295548
Remote Similarity	0.645	NPC160381
Remote Similarity	0.6439	NPC472539
Remote Similarity	0.6439	NPC472540
Remote Similarity	0.6439	NPC470787
Remote Similarity	0.6429	NPC150323
Remote Similarity	0.6422	NPC45850
Remote Similarity	0.6421	NPC199737
Remote Similarity	0.6408	NPC141454
Remote Similarity	0.6408	NPC472542
Remote Similarity	0.6408	NPC472541
Remote Similarity	0.6402	NPC9894
Remote Similarity	0.6402	NPC36495
Remote Similarity	0.6398	NPC313796
Remote Similarity	0.6398	NPC314855
Remote Similarity	0.6398	NPC315638
Remote Similarity	0.6398	NPC313345
Remote Similarity	0.6396	NPC182057
Remote Similarity	0.6396	NPC131450
Remote Similarity	0.6396	NPC147298
Remote Similarity	0.6386	NPC221873
Remote Similarity	0.6386	NPC477998
Remote Similarity	0.6379	NPC194562
Remote Similarity	0.6378	NPC144691
Remote Similarity	0.6378	NPC84347
Remote Similarity	0.6374	NPC136002
Remote Similarity	0.6369	NPC315224
Remote Similarity	0.6369	NPC83214
Remote Similarity	0.6368	NPC322644
Remote Similarity	0.6368	NPC314297
Remote Similarity	0.6368	NPC315545
Remote Similarity	0.6359	NPC322064
Remote Similarity	0.6337	NPC474926
Remote Similarity	0.6333	NPC315051
Remote Similarity	0.6331	NPC130931
Remote Similarity	0.6329	NPC316282
Remote Similarity	0.6327	NPC470548
Remote Similarity	0.6327	NPC132329
Remote Similarity	0.6321	NPC278887
Remote Similarity	0.6308	NPC318183
Remote Similarity	0.6306	NPC51388
Remote Similarity	0.6305	NPC183805
Remote Similarity	0.6303	NPC165599
Remote Similarity	0.6298	NPC474916
Remote Similarity	0.6298	NPC471574
Remote Similarity	0.6292	NPC173295
Remote Similarity	0.6279	NPC314834
Remote Similarity	0.6275	NPC83111
Remote Similarity	0.6272	NPC226143
Remote Similarity	0.6268	NPC317727
Remote Similarity	0.6262	NPC285192
Remote Similarity	0.6262	NPC39679
Remote Similarity	0.6256	NPC471197
Remote Similarity	0.6256	NPC293151
Remote Similarity	0.6256	NPC471778
Remote Similarity	0.625	NPC253667
Remote Similarity	0.625	NPC35510
Remote Similarity	0.625	NPC133470
Remote Similarity	0.625	NPC191863
Remote Similarity	0.625	NPC289776
Remote Similarity	0.6244	NPC475411
Remote Similarity	0.6244	NPC92803
Remote Similarity	0.6243	NPC204156
Remote Similarity	0.6239	NPC472844
Remote Similarity	0.6239	NPC298449
Remote Similarity	0.6238	NPC322621
Remote Similarity	0.6236	NPC474473
Remote Similarity	0.623	NPC103250
Remote Similarity	0.623	NPC478040
Remote Similarity	0.6229	NPC209389
Remote Similarity	0.6229	NPC122235
Remote Similarity	0.6227	NPC248601
Remote Similarity	0.6227	NPC471198
Remote Similarity	0.6225	NPC18890
Remote Similarity	0.6224	NPC112336
Remote Similarity	0.6224	NPC474814
Remote Similarity	0.6223	NPC117032
Remote Similarity	0.6218	NPC292143
Remote Similarity	0.6218	NPC139506
Remote Similarity	0.6215	NPC244741
Remote Similarity	0.6209	NPC316202
Remote Similarity	0.6207	NPC150308
Remote Similarity	0.6204	NPC25961
Remote Similarity	0.6196	NPC323798
Remote Similarity	0.6195	NPC274640
Remote Similarity	0.619	NPC295021
Remote Similarity	0.6188	NPC153007
Remote Similarity	0.6186	NPC71132
Remote Similarity	0.6182	NPC312645
Remote Similarity	0.6176	NPC278434
Remote Similarity	0.6175	NPC87413
Remote Similarity	0.6173	NPC472118
Remote Similarity	0.6166	NPC293458
Remote Similarity	0.6164	NPC477979
Remote Similarity	0.6163	NPC268534
Remote Similarity	0.6162	NPC119569
Remote Similarity	0.6162	NPC303225
Remote Similarity	0.6158	NPC132751
Remote Similarity	0.6158	NPC316746
Remote Similarity	0.6154	NPC476257
Remote Similarity	0.6154	NPC207554
Remote Similarity	0.6154	NPC476206
Remote Similarity	0.6154	NPC181502
Remote Similarity	0.6154	NPC476129
Remote Similarity	0.6154	NPC476207
Remote Similarity	0.6154	NPC476256
Remote Similarity	0.6154	NPC472115
Remote Similarity	0.6154	NPC85066
Remote Similarity	0.6154	NPC198205
Remote Similarity	0.6154	NPC472114
Remote Similarity	0.6154	NPC21483
Remote Similarity	0.6154	NPC476205
Remote Similarity	0.6154	NPC259791
Remote Similarity	0.6154	NPC476212
Remote Similarity	0.6146	NPC154478
Remote Similarity	0.6146	NPC473666
Remote Similarity	0.6143	NPC280799
Remote Similarity	0.6143	NPC473747
Remote Similarity	0.6143	NPC112752
Remote Similarity	0.6143	NPC311054
Remote Similarity	0.6142	NPC292265
Remote Similarity	0.6142	NPC355
Remote Similarity	0.6142	NPC6982
Remote Similarity	0.614	NPC243850
Remote Similarity	0.614	NPC179605
Remote Similarity	0.614	NPC474701
Remote Similarity	0.614	NPC222561
Remote Similarity	0.614	NPC279385
Remote Similarity	0.6134	NPC204867
Remote Similarity	0.6133	NPC159722
Remote Similarity	0.6132	NPC300183
Remote Similarity	0.6129	NPC303951
Remote Similarity	0.6129	NPC470579
Remote Similarity	0.6127	NPC254698

Drug Structure

NPD6163 OpenBabel08211709092D 36 39 0 0 0 0 0 0 0 0999 V2000 -1.6269 -3.6542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3621 -3.4451 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0388 2.5873 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1449 -0.2976 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 6.2788 0.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0109 0.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4128 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8080 -1.9316 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4013 -1.0181 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1810 -1.7226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1449 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2202 -2.7406 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2257 -2.6361 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 6.2788 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0109 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4067 -0.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4128 1.7024 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 1.0827 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5468 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9781 0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.8769 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 1.2024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.9487 1.7024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 0.8660 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 4.5468 0.2024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7213 -0.4612 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.7429 1.2024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.8769 2.7024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9487 2.7024 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4945 0.9706 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.7429 3.2024 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 15 1 0 0 0 0 3 16 1 0 0 0 0 4 6 2 0 0 0 0 4 7 1 0 0 0 0 5 8 1 0 0 0 0 5 9 2 0 0 0 0 6 17 1 0 0 0 0 7 18 2 0 0 0 0 8 20 2 0 0 0 0 9 21 1 0 0 0 0 10 11 1 0 0 0 0 10 14 2 0 0 0 0 11 19 2 0 0 0 0 12 15 2 0 0 0 0 12 19 1 0 0 0 0 13 17 2 0 0 0 0 13 18 1 0 0 0 0 14 15 1 0 0 0 0 16 22 2 0 0 0 0 16 28 1 0 0 0 0 17 20 1 0 0 0 0 18 25 1 0 0 0 0 19 29 1 0 0 0 0 20 23 1 0 0 0 0 21 23 1 0 0 0 0 21 26 2 0 0 0 0 22 24 1 0 0 0 0 22 27 1 0 0 0 0 23 30 2 0 0 0 0 24 29 1 0 0 0 0 24 31 2 0 0 0 0 25 32 2 0 0 0 0 25 33 1 0 0 0 0 26 27 1 0 0 0 0 27 34 1 0 0 0 0 28 29 1 0 0 0 0 28 35 1 0 0 0 0 33 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000792
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9846180
ChEBI
CAS Number

Drug Properties

Molecular Weight	442.16
ALogP	-0.1538
MLogP	3.33
XLogP	6.648
HDA	8
HBD	3
Rotatable Bonds	9
TPSA	111.1
RO5 Violation	1