NPASS drugs

Drug Information

Drug ID:	NPD1951
Drug Name:
Molecular Formula:	C16H15N3O
Canonical SMILES:	COc1ccc(cc1)Nc1ccn(n1)c1ccccc1
Standard InCHI:	InChI=1S/C16H15N3O/c1-20-15-9-7-13(8-10-15)17-16-11-12-19(18-16)14-5-3-2-4-6-14/h2-12H,1H3,(H,17,18)
Standard InCHIKey:	WKLGNFJHVJIZPK-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1951

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	613
0.1-0.2	10993
0.2-0.3	3704
0.3-0.4	11216
0.4-0.5	2458
0.5-0.6	1548
0.6-0.7	341
0.7-0.8	17
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	0.78	NPC476465
Intermediate Similarity	0.7385	NPC296527
Intermediate Similarity	0.7347	NPC76748
Intermediate Similarity	0.7347	NPC471593
Intermediate Similarity	0.731	NPC92111
Intermediate Similarity	0.7236	NPC307963
Intermediate Similarity	0.7192	NPC176538
Intermediate Similarity	0.7108	NPC121772
Intermediate Similarity	0.7105	NPC476518
Intermediate Similarity	0.7079	NPC194967
Intermediate Similarity	0.7079	NPC251090
Intermediate Similarity	0.7068	NPC14651
Intermediate Similarity	0.7068	NPC121658
Intermediate Similarity	0.7031	NPC111624
Intermediate Similarity	0.7027	NPC180504
Intermediate Similarity	0.7024	NPC19872
Intermediate Similarity	0.7014	NPC208284
Remote Similarity	0.6995	NPC13880
Remote Similarity	0.699	NPC161887
Remote Similarity	0.698	NPC84853
Remote Similarity	0.6971	NPC285558
Remote Similarity	0.6954	NPC176127
Remote Similarity	0.6948	NPC266931
Remote Similarity	0.6915	NPC134079
Remote Similarity	0.6908	NPC232727
Remote Similarity	0.6895	NPC130570
Remote Similarity	0.6893	NPC187558
Remote Similarity	0.6878	NPC285635
Remote Similarity	0.686	NPC315957
Remote Similarity	0.6818	NPC266551
Remote Similarity	0.6818	NPC219963
Remote Similarity	0.6812	NPC287437
Remote Similarity	0.6808	NPC123976
Remote Similarity	0.6808	NPC167860
Remote Similarity	0.6796	NPC267928
Remote Similarity	0.6765	NPC99666
Remote Similarity	0.6762	NPC245816
Remote Similarity	0.6762	NPC476138
Remote Similarity	0.6759	NPC470549
Remote Similarity	0.6754	NPC177404
Remote Similarity	0.675	NPC204717
Remote Similarity	0.6728	NPC170114
Remote Similarity	0.6716	NPC20249
Remote Similarity	0.6716	NPC314002
Remote Similarity	0.6715	NPC77555
Remote Similarity	0.671	NPC316756
Remote Similarity	0.67	NPC220765
Remote Similarity	0.6699	NPC329793
Remote Similarity	0.6696	NPC315822
Remote Similarity	0.6684	NPC26850
Remote Similarity	0.6683	NPC171171
Remote Similarity	0.6682	NPC475774
Remote Similarity	0.6667	NPC184964
Remote Similarity	0.6667	NPC471603
Remote Similarity	0.6667	NPC84478
Remote Similarity	0.6651	NPC62995
Remote Similarity	0.665	NPC206251
Remote Similarity	0.665	NPC74382
Remote Similarity	0.6636	NPC82548
Remote Similarity	0.6636	NPC193267
Remote Similarity	0.6636	NPC213530
Remote Similarity	0.6633	NPC258773
Remote Similarity	0.662	NPC323345
Remote Similarity	0.662	NPC242923
Remote Similarity	0.662	NPC470164
Remote Similarity	0.6618	NPC224327
Remote Similarity	0.6618	NPC472289
Remote Similarity	0.6602	NPC133140
Remote Similarity	0.6602	NPC195268
Remote Similarity	0.659	NPC316981
Remote Similarity	0.6587	NPC242209
Remote Similarity	0.6574	NPC11464
Remote Similarity	0.6573	NPC475070
Remote Similarity	0.654	NPC56271
Remote Similarity	0.654	NPC477019
Remote Similarity	0.654	NPC329747
Remote Similarity	0.654	NPC234197
Remote Similarity	0.6538	NPC131017
Remote Similarity	0.6528	NPC25899
Remote Similarity	0.6528	NPC185782
Remote Similarity	0.6526	NPC26872
Remote Similarity	0.6522	NPC324149
Remote Similarity	0.6514	NPC26679
Remote Similarity	0.6504	NPC157931
Remote Similarity	0.6502	NPC310118
Remote Similarity	0.6498	NPC471304
Remote Similarity	0.6495	NPC274291
Remote Similarity	0.6495	NPC264166
Remote Similarity	0.6495	NPC118832
Remote Similarity	0.6495	NPC165349
Remote Similarity	0.6495	NPC329708
Remote Similarity	0.6495	NPC47059
Remote Similarity	0.6493	NPC4071
Remote Similarity	0.6493	NPC476578
Remote Similarity	0.6493	NPC476582
Remote Similarity	0.6492	NPC120070
Remote Similarity	0.649	NPC226202
Remote Similarity	0.6481	NPC287208
Remote Similarity	0.6476	NPC314954
Remote Similarity	0.6466	NPC30540
Remote Similarity	0.646	NPC103687
Remote Similarity	0.646	NPC132631
Remote Similarity	0.6456	NPC242928
Remote Similarity	0.6452	NPC174672
Remote Similarity	0.645	NPC224764
Remote Similarity	0.6449	NPC223427
Remote Similarity	0.6447	NPC1527
Remote Similarity	0.6435	NPC313189
Remote Similarity	0.6429	NPC60621
Remote Similarity	0.6422	NPC284678
Remote Similarity	0.6419	NPC36229
Remote Similarity	0.6419	NPC16452
Remote Similarity	0.6419	NPC476581
Remote Similarity	0.6419	NPC160666
Remote Similarity	0.6418	NPC96890
Remote Similarity	0.6413	NPC308906
Remote Similarity	0.641	NPC48192
Remote Similarity	0.6409	NPC162530
Remote Similarity	0.6409	NPC476287
Remote Similarity	0.6408	NPC46580
Remote Similarity	0.6407	NPC24802
Remote Similarity	0.6406	NPC477111
Remote Similarity	0.6389	NPC477113
Remote Similarity	0.6388	NPC153467
Remote Similarity	0.6386	NPC42979
Remote Similarity	0.6379	NPC295228
Remote Similarity	0.6376	NPC174758
Remote Similarity	0.6372	NPC162484
Remote Similarity	0.6364	NPC296482
Remote Similarity	0.6364	NPC53069
Remote Similarity	0.6364	NPC94157
Remote Similarity	0.6364	NPC202768
Remote Similarity	0.636	NPC110151
Remote Similarity	0.636	NPC257851
Remote Similarity	0.636	NPC187145
Remote Similarity	0.6359	NPC131718
Remote Similarity	0.6359	NPC135549
Remote Similarity	0.6356	NPC473317
Remote Similarity	0.6355	NPC168486
Remote Similarity	0.6355	NPC222592
Remote Similarity	0.6351	NPC8022
Remote Similarity	0.6351	NPC470799
Remote Similarity	0.6347	NPC5145
Remote Similarity	0.6344	NPC125597
Remote Similarity	0.6335	NPC478074
Remote Similarity	0.6333	NPC106937
Remote Similarity	0.6332	NPC164664
Remote Similarity	0.6326	NPC199277
Remote Similarity	0.6326	NPC135887
Remote Similarity	0.6324	NPC104049
Remote Similarity	0.6324	NPC474798
Remote Similarity	0.6321	NPC156704
Remote Similarity	0.6321	NPC70956
Remote Similarity	0.6321	NPC243834
Remote Similarity	0.632	NPC469554
Remote Similarity	0.632	NPC101543
Remote Similarity	0.6318	NPC312872
Remote Similarity	0.63	NPC122436
Remote Similarity	0.6295	NPC96321
Remote Similarity	0.6294	NPC102423
Remote Similarity	0.6294	NPC118511
Remote Similarity	0.6291	NPC72211
Remote Similarity	0.629	NPC171409
Remote Similarity	0.629	NPC96405
Remote Similarity	0.6284	NPC193777
Remote Similarity	0.6284	NPC193238
Remote Similarity	0.6279	NPC31930
Remote Similarity	0.6278	NPC288349
Remote Similarity	0.6274	NPC70259
Remote Similarity	0.6267	NPC292958
Remote Similarity	0.6267	NPC470500
Remote Similarity	0.6263	NPC220523
Remote Similarity	0.6262	NPC284559
Remote Similarity	0.6262	NPC18487
Remote Similarity	0.6261	NPC471762
Remote Similarity	0.6261	NPC66777
Remote Similarity	0.6261	NPC477610
Remote Similarity	0.6256	NPC216612
Remote Similarity	0.6256	NPC475910
Remote Similarity	0.6244	NPC144114
Remote Similarity	0.6244	NPC206201
Remote Similarity	0.6244	NPC477891
Remote Similarity	0.6244	NPC118776
Remote Similarity	0.6239	NPC45190
Remote Similarity	0.6239	NPC300156
Remote Similarity	0.6239	NPC472111
Remote Similarity	0.6234	NPC115595
Remote Similarity	0.6233	NPC45459
Remote Similarity	0.6233	NPC315491
Remote Similarity	0.6226	NPC43787
Remote Similarity	0.6226	NPC205934
Remote Similarity	0.6226	NPC326634
Remote Similarity	0.6225	NPC88363
Remote Similarity	0.6216	NPC112206
Remote Similarity	0.6216	NPC251160
Remote Similarity	0.6216	NPC202605
Remote Similarity	0.6212	NPC311276
Remote Similarity	0.6205	NPC274982
Remote Similarity	0.6205	NPC477110
Remote Similarity	0.6202	NPC204385

Drug Structure

NPD1951 OpenBabel08211701392D 21 23 0 0 0 0 0 0 0 0999 V2000 -6.7788 0.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9836 -0.3136 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3958 -1.1226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5768 0.6000 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 1.5823 0.7045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 -0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 0.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0468 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 1.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4781 0.6581 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 -3.3147 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9945 -0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0468 0.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5827 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4487 -0.8364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 -0.7431 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 -5.9128 1.1636 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4487 -1.8364 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 2 0 0 0 0 5 14 2 0 0 0 0 6 14 1 0 0 0 0 7 9 1 0 0 0 0 7 13 2 0 0 0 0 8 10 2 0 0 0 0 8 13 1 0 0 0 0 9 15 2 0 0 0 0 10 15 1 0 0 0 0 11 12 2 0 0 0 0 11 16 1 0 0 0 0 12 19 1 0 0 0 0 13 17 1 0 0 0 0 14 19 1 0 0 0 0 15 20 1 0 0 0 0 16 17 1 0 0 0 0 16 18 2 0 0 0 0 17 21 1 0 0 0 0 18 19 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB006734
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	128268
ChEBI
CAS Number

Drug Properties

Molecular Weight	265.12
ALogP	-0.459
MLogP	2.78
XLogP	4.488
HDA	3
HBD	1
Rotatable Bonds	5
TPSA	38.56
RO5 Violation	0