NPASS drugs

Drug Information

Drug ID:	NPD4548
Drug Name:	ontazolast
Molecular Formula:	C21H25N3O
Canonical SMILES:	Cc1ccc2c(c1)[nH]c(=N[C@H](c1ccccn1)CC1CCCCC1)o2
Standard InCHI:	InChI=1S/C21H25N3O/c1-15-10-11-20-19(13-15)24-21(25-20)23-18(17-9-5-6-12-22-17)14-16-7-3-2-4-8-16/h5-6,9-13,16,18H,2-4,7-8,14H2,1H3,(H,23,24)/t18-/m0/s1
Standard InCHIKey:	RVXKHAITGKBBAC-SFHVURJKSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4548

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	482
0.1-0.2	3320
0.2-0.3	9230
0.3-0.4	8407
0.4-0.5	5951
0.5-0.6	2225
0.6-0.7	1113
0.7-0.8	161
0.8-0.85	1
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	0.801	NPC19872
Intermediate Similarity	0.798	NPC476138
Intermediate Similarity	0.798	NPC245816
Intermediate Similarity	0.785	NPC285558
Intermediate Similarity	0.7789	NPC232727
Intermediate Similarity	0.7766	NPC267928
Intermediate Similarity	0.7745	NPC167860
Intermediate Similarity	0.7745	NPC123976
Intermediate Similarity	0.767	NPC26679
Intermediate Similarity	0.765	NPC176538
Intermediate Similarity	0.765	NPC315957
Intermediate Similarity	0.7641	NPC76748
Intermediate Similarity	0.7633	NPC476287
Intermediate Similarity	0.7624	NPC475774
Intermediate Similarity	0.7621	NPC208284
Intermediate Similarity	0.761	NPC185782
Intermediate Similarity	0.7602	NPC92111
Intermediate Similarity	0.759	NPC296527
Intermediate Similarity	0.7563	NPC324149
Intermediate Similarity	0.7562	NPC329747
Intermediate Similarity	0.7558	NPC101543
Intermediate Similarity	0.7548	NPC162530
Intermediate Similarity	0.7525	NPC84853
Intermediate Similarity	0.7525	NPC307963
Intermediate Similarity	0.75	NPC314954
Intermediate Similarity	0.7477	NPC469554
Intermediate Similarity	0.7476	NPC476465
Intermediate Similarity	0.7476	NPC287208
Intermediate Similarity	0.7475	NPC133140
Intermediate Similarity	0.7475	NPC195268
Intermediate Similarity	0.7453	NPC193267
Intermediate Similarity	0.7453	NPC213530
Intermediate Similarity	0.7419	NPC177404
Intermediate Similarity	0.7393	NPC470799
Intermediate Similarity	0.7393	NPC8022
Intermediate Similarity	0.7387	NPC30540
Intermediate Similarity	0.7385	NPC284678
Intermediate Similarity	0.738	NPC118511
Intermediate Similarity	0.7371	NPC292958
Intermediate Similarity	0.7363	NPC13880
Intermediate Similarity	0.7356	NPC473181
Intermediate Similarity	0.7351	NPC26850
Intermediate Similarity	0.7346	NPC470549
Intermediate Similarity	0.734	NPC476167
Intermediate Similarity	0.733	NPC470500
Intermediate Similarity	0.733	NPC47059
Intermediate Similarity	0.733	NPC165349
Intermediate Similarity	0.733	NPC274291
Intermediate Similarity	0.733	NPC329708
Intermediate Similarity	0.733	NPC264166
Intermediate Similarity	0.733	NPC118832
Intermediate Similarity	0.7323	NPC242928
Intermediate Similarity	0.7321	NPC199667
Intermediate Similarity	0.7318	NPC49547
Intermediate Similarity	0.7311	NPC170114
Intermediate Similarity	0.7304	NPC329793
Intermediate Similarity	0.7304	NPC477019
Intermediate Similarity	0.7304	NPC121772
Intermediate Similarity	0.7299	NPC471080
Intermediate Similarity	0.7299	NPC469592
Intermediate Similarity	0.7299	NPC266931
Intermediate Similarity	0.7296	NPC84478
Intermediate Similarity	0.7294	NPC257851
Intermediate Similarity	0.7291	NPC192315
Intermediate Similarity	0.7283	NPC26872
Intermediate Similarity	0.7282	NPC161887
Intermediate Similarity	0.7277	NPC251090
Intermediate Similarity	0.7273	NPC174758
Intermediate Similarity	0.7268	NPC470586
Intermediate Similarity	0.7255	NPC18487
Intermediate Similarity	0.7255	NPC476582
Intermediate Similarity	0.7255	NPC4071
Intermediate Similarity	0.7255	NPC476578
Intermediate Similarity	0.7255	NPC287437
Intermediate Similarity	0.7251	NPC94157
Intermediate Similarity	0.7251	NPC471603
Intermediate Similarity	0.7248	NPC470018
Intermediate Similarity	0.7246	NPC475070
Intermediate Similarity	0.7225	NPC476518
Intermediate Similarity	0.7225	NPC475910
Intermediate Similarity	0.7222	NPC310118
Intermediate Similarity	0.722	NPC295228
Intermediate Similarity	0.722	NPC234197
Intermediate Similarity	0.7215	NPC74575
Intermediate Similarity	0.7214	NPC99666
Intermediate Similarity	0.7209	NPC17565
Intermediate Similarity	0.7207	NPC180504
Intermediate Similarity	0.7202	NPC312872
Intermediate Similarity	0.7198	NPC223427
Intermediate Similarity	0.7194	NPC474798
Intermediate Similarity	0.719	NPC469589
Intermediate Similarity	0.7188	NPC121658
Intermediate Similarity	0.7188	NPC14651
Intermediate Similarity	0.7177	NPC313189
Intermediate Similarity	0.7172	NPC20249
Intermediate Similarity	0.7171	NPC187558
Intermediate Similarity	0.7165	NPC224764
Intermediate Similarity	0.7163	NPC16452
Intermediate Similarity	0.7163	NPC469594
Intermediate Similarity	0.7163	NPC36229
Intermediate Similarity	0.7163	NPC476581
Intermediate Similarity	0.7157	NPC176127
Intermediate Similarity	0.7156	NPC11464
Intermediate Similarity	0.7156	NPC65277
Intermediate Similarity	0.715	NPC111624
Intermediate Similarity	0.7143	NPC59779
Intermediate Similarity	0.7143	NPC471177
Intermediate Similarity	0.7143	NPC60621
Intermediate Similarity	0.7143	NPC82548
Intermediate Similarity	0.7143	NPC124542
Intermediate Similarity	0.7135	NPC473764
Intermediate Similarity	0.7135	NPC314940
Intermediate Similarity	0.7117	NPC260434
Intermediate Similarity	0.7116	NPC473513
Intermediate Similarity	0.7109	NPC174672
Intermediate Similarity	0.7107	NPC219963
Intermediate Similarity	0.7107	NPC266551
Intermediate Similarity	0.7094	NPC198673
Intermediate Similarity	0.7092	NPC42979
Intermediate Similarity	0.7089	NPC251160
Intermediate Similarity	0.7089	NPC202768
Intermediate Similarity	0.7089	NPC53069
Intermediate Similarity	0.7089	NPC473180
Intermediate Similarity	0.7089	NPC296482
Intermediate Similarity	0.7083	NPC173080
Intermediate Similarity	0.7078	NPC122436
Intermediate Similarity	0.7075	NPC5145
Intermediate Similarity	0.7075	NPC471304
Intermediate Similarity	0.7074	NPC208522
Intermediate Similarity	0.707	NPC274982
Intermediate Similarity	0.707	NPC288349
Intermediate Similarity	0.7062	NPC477111
Intermediate Similarity	0.7059	NPC110151
Intermediate Similarity	0.7056	NPC478074
Intermediate Similarity	0.705	NPC171171
Intermediate Similarity	0.705	NPC204385
Intermediate Similarity	0.7048	NPC323345
Intermediate Similarity	0.7048	NPC472111
Intermediate Similarity	0.7048	NPC470164
Intermediate Similarity	0.7045	NPC125597
Intermediate Similarity	0.7042	NPC242923
Intermediate Similarity	0.7041	NPC96890
Intermediate Similarity	0.7039	NPC168911
Intermediate Similarity	0.7037	NPC305984
Intermediate Similarity	0.7035	NPC204717
Intermediate Similarity	0.7032	NPC280272
Intermediate Similarity	0.7027	NPC66777
Intermediate Similarity	0.7027	NPC471762
Intermediate Similarity	0.7024	NPC70259
Intermediate Similarity	0.702	NPC118776
Intermediate Similarity	0.702	NPC206201
Intermediate Similarity	0.7019	NPC31930
Intermediate Similarity	0.7018	NPC132642
Intermediate Similarity	0.7015	NPC46580
Intermediate Similarity	0.7014	NPC135549
Intermediate Similarity	0.7009	NPC264176
Intermediate Similarity	0.7009	NPC316981
Intermediate Similarity	0.7005	NPC128823
Intermediate Similarity	0.7005	NPC473041
Intermediate Similarity	0.7005	NPC472168
Intermediate Similarity	0.7004	NPC101350
Intermediate Similarity	0.7	NPC314002
Remote Similarity	0.6995	NPC470020
Remote Similarity	0.6995	NPC188420
Remote Similarity	0.6995	NPC290689
Remote Similarity	0.6995	NPC1527
Remote Similarity	0.6991	NPC152768
Remote Similarity	0.6991	NPC148183
Remote Similarity	0.6986	NPC473317
Remote Similarity	0.6985	NPC220765
Remote Similarity	0.6982	NPC473185
Remote Similarity	0.6979	NPC471178
Remote Similarity	0.6978	NPC141053
Remote Similarity	0.6977	NPC271215
Remote Similarity	0.6977	NPC149471
Remote Similarity	0.6976	NPC43787
Remote Similarity	0.6976	NPC205934
Remote Similarity	0.6972	NPC168209
Remote Similarity	0.697	NPC168486
Remote Similarity	0.697	NPC222592
Remote Similarity	0.6968	NPC477815
Remote Similarity	0.6967	NPC477113
Remote Similarity	0.6965	NPC314573
Remote Similarity	0.696	NPC235685
Remote Similarity	0.6959	NPC304926
Remote Similarity	0.6959	NPC476041
Remote Similarity	0.6957	NPC239954
Remote Similarity	0.6957	NPC72211
Remote Similarity	0.6953	NPC26543
Remote Similarity	0.6947	NPC24802
Remote Similarity	0.6946	NPC134079
Remote Similarity	0.6942	NPC242209
Remote Similarity	0.6941	NPC472099
Remote Similarity	0.6941	NPC323969
Remote Similarity	0.6938	NPC267423
Remote Similarity	0.6938	NPC476044
Remote Similarity	0.693	NPC112206
Remote Similarity	0.693	NPC202605
Remote Similarity	0.693	NPC171409
Remote Similarity	0.693	NPC96405

Drug Structure

NPD4548 OpenBabel08211705262D 26 29 0 0 1 0 0 0 0 0999 V2000 -2.1691 -3.3412 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2437 0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3776 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2437 1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8185 1.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8185 2.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5116 0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3776 1.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0475 1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1691 -1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6691 -0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0475 3.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 -2.4752 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 1.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6691 -2.4752 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5116 1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9135 1.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7796 1.0933 0.0000 C 0 0 1 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 -0.6691 -0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9135 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9135 2.5933 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7796 0.0933 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 -1.4013 0.0000 N 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 1.5522 -2.0704 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 2 3 1 0 0 0 0 2 4 1 0 0 0 0 3 7 1 0 0 0 0 4 8 1 0 0 0 0 5 6 2 0 0 0 0 5 9 1 0 0 0 0 6 12 1 0 0 0 0 7 16 1 0 0 0 0 8 16 1 0 0 0 0 9 17 2 0 0 0 0 10 11 2 0 0 0 0 10 15 1 0 0 0 0 11 20 1 0 0 0 0 12 22 2 0 0 0 0 13 15 2 0 0 0 0 13 19 1 0 0 0 0 14 16 1 0 0 0 0 17 18 1 0 0 0 0 17 22 1 0 0 0 0 18 14 1 6 0 0 0 18 23 1 0 0 0 0 19 20 2 0 0 0 0 19 24 1 0 0 0 0 20 25 1 0 0 0 0 21 23 2 3 0 0 0 21 24 1 0 0 0 0 21 25 1 0 0 0 0 24 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009122
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	335.20
ALogP	0.1504
MLogP	3.33
XLogP	7.134
HDA	3
HBD	1
Rotatable Bonds	5
TPSA	46.51
RO5 Violation	1