NPASS drugs

Drug Information

Drug ID:	NPD1909
Drug Name:	NS-649
Molecular Formula:	C16H14F3N3O2
Canonical SMILES:	COc1ccc(cc1n1c(=N)[nH]c2c1ccc(c2)C(F)(F)F)OC
Standard InCHI:	InChI=1S/C16H14F3N3O2/c1-23-10-4-6-14(24-2)13(8-10)22-12-5-3-9(16(17,18)19)7-11(12)21-15(22)20/h3-8H,1-2H3,(H2,20,21)
Standard InCHIKey:	RUTNWAGOFFGBCZ-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1909

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	400
0.1-0.2	3580
0.2-0.3	9254
0.3-0.4	7402
0.4-0.5	8310
0.5-0.6	1811
0.6-0.7	129
0.7-0.8	4
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	0.7474	NPC79213
Intermediate Similarity	0.7228	NPC73280
Intermediate Similarity	0.7208	NPC25897
Intermediate Similarity	0.703	NPC261388
Remote Similarity	0.6968	NPC473432
Remote Similarity	0.6749	NPC111492
Remote Similarity	0.6651	NPC187145
Remote Similarity	0.6649	NPC118776
Remote Similarity	0.6648	NPC13397
Remote Similarity	0.6614	NPC1527
Remote Similarity	0.6598	NPC70092
Remote Similarity	0.6585	NPC470586
Remote Similarity	0.6545	NPC85482
Remote Similarity	0.6541	NPC315257
Remote Similarity	0.6533	NPC242928
Remote Similarity	0.6533	NPC30540
Remote Similarity	0.6514	NPC237227
Remote Similarity	0.6505	NPC469428
Remote Similarity	0.6488	NPC128823
Remote Similarity	0.645	NPC110741
Remote Similarity	0.6414	NPC84478
Remote Similarity	0.6411	NPC470930
Remote Similarity	0.6402	NPC230942
Remote Similarity	0.6402	NPC315498
Remote Similarity	0.639	NPC243834
Remote Similarity	0.639	NPC70956
Remote Similarity	0.6373	NPC131017
Remote Similarity	0.6359	NPC72211
Remote Similarity	0.6338	NPC199667
Remote Similarity	0.6337	NPC473569
Remote Similarity	0.6335	NPC299582
Remote Similarity	0.633	NPC473179
Remote Similarity	0.6313	NPC474798
Remote Similarity	0.6305	NPC22476
Remote Similarity	0.6298	NPC329747
Remote Similarity	0.6298	NPC315957
Remote Similarity	0.6296	NPC226914
Remote Similarity	0.6294	NPC287152
Remote Similarity	0.6291	NPC473181
Remote Similarity	0.6281	NPC314659
Remote Similarity	0.6279	NPC473180
Remote Similarity	0.6279	NPC94157
Remote Similarity	0.6274	NPC193777
Remote Similarity	0.6269	NPC314573
Remote Similarity	0.6263	NPC285635
Remote Similarity	0.6262	NPC70259
Remote Similarity	0.6256	NPC473422
Remote Similarity	0.6256	NPC474059
Remote Similarity	0.625	NPC18487
Remote Similarity	0.6231	NPC197335
Remote Similarity	0.6227	NPC86078
Remote Similarity	0.6214	NPC43787
Remote Similarity	0.6214	NPC205934
Remote Similarity	0.6211	NPC301163
Remote Similarity	0.6209	NPC162484
Remote Similarity	0.6207	NPC316756
Remote Similarity	0.6205	NPC473185
Remote Similarity	0.619	NPC232727
Remote Similarity	0.619	NPC292003
Remote Similarity	0.6182	NPC208084
Remote Similarity	0.6182	NPC17565
Remote Similarity	0.6175	NPC469592
Remote Similarity	0.6175	NPC471080
Remote Similarity	0.6161	NPC227908
Remote Similarity	0.6161	NPC475085
Remote Similarity	0.6161	NPC475112
Remote Similarity	0.6161	NPC291535
Remote Similarity	0.6158	NPC21425
Remote Similarity	0.6154	NPC132642
Remote Similarity	0.6154	NPC314948
Remote Similarity	0.615	NPC476106
Remote Similarity	0.6143	NPC19872
Remote Similarity	0.6143	NPC65277
Remote Similarity	0.6143	NPC121772
Remote Similarity	0.614	NPC201697
Remote Similarity	0.614	NPC473182
Remote Similarity	0.614	NPC209769
Remote Similarity	0.6139	NPC42591
Remote Similarity	0.6132	NPC245816
Remote Similarity	0.6132	NPC476138
Remote Similarity	0.6128	NPC472068
Remote Similarity	0.6123	NPC475253
Remote Similarity	0.6122	NPC258773
Remote Similarity	0.6119	NPC176127
Remote Similarity	0.6116	NPC231924
Remote Similarity	0.6114	NPC118511
Remote Similarity	0.6111	NPC167860
Remote Similarity	0.6111	NPC123976
Remote Similarity	0.6101	NPC39500
Remote Similarity	0.6099	NPC144452
Remote Similarity	0.6099	NPC314113
Remote Similarity	0.6093	NPC475910
Remote Similarity	0.6089	NPC202503
Remote Similarity	0.6087	NPC475190
Remote Similarity	0.6082	NPC70172
Remote Similarity	0.6082	NPC24954
Remote Similarity	0.608	NPC285941
Remote Similarity	0.6077	NPC476475
Remote Similarity	0.6077	NPC161804
Remote Similarity	0.6077	NPC478049
Remote Similarity	0.6076	NPC472067
Remote Similarity	0.6076	NPC472031
Remote Similarity	0.6076	NPC472066
Remote Similarity	0.6073	NPC26850
Remote Similarity	0.6065	NPC185782
Remote Similarity	0.6063	NPC303658
Remote Similarity	0.6063	NPC469594
Remote Similarity	0.6059	NPC249405
Remote Similarity	0.6058	NPC243626
Remote Similarity	0.6058	NPC230313
Remote Similarity	0.6056	NPC223427
Remote Similarity	0.6055	NPC48353
Remote Similarity	0.6055	NPC26679
Remote Similarity	0.6051	NPC471652
Remote Similarity	0.6048	NPC100863
Remote Similarity	0.6047	NPC4687
Remote Similarity	0.6047	NPC249583
Remote Similarity	0.6038	NPC476044
Remote Similarity	0.6038	NPC267423
Remote Similarity	0.6035	NPC471762
Remote Similarity	0.6035	NPC66777
Remote Similarity	0.6029	NPC13880
Remote Similarity	0.6028	NPC285558
Remote Similarity	0.6027	NPC162530
Remote Similarity	0.601	NPC225381
Remote Similarity	0.6009	NPC135887
Remote Similarity	0.6009	NPC187501
Remote Similarity	0.6009	NPC295898
Remote Similarity	0.6009	NPC225279
Remote Similarity	0.6009	NPC199277
Remote Similarity	0.6	NPC267928
Remote Similarity	0.6	NPC26872
Remote Similarity	0.6	NPC471736
Remote Similarity	0.5991	NPC469589
Remote Similarity	0.5991	NPC184408
Remote Similarity	0.5991	NPC473183
Remote Similarity	0.599	NPC472163
Remote Similarity	0.5981	NPC198401
Remote Similarity	0.5981	NPC475774
Remote Similarity	0.598	NPC473007
Remote Similarity	0.5979	NPC257763
Remote Similarity	0.5979	NPC177404
Remote Similarity	0.5974	NPC473184
Remote Similarity	0.5973	NPC148183
Remote Similarity	0.5973	NPC152768
Remote Similarity	0.5973	NPC179287
Remote Similarity	0.5971	NPC477186
Remote Similarity	0.5965	NPC274640
Remote Similarity	0.5965	NPC314954
Remote Similarity	0.5964	NPC213530
Remote Similarity	0.5964	NPC193267
Remote Similarity	0.5957	NPC469554
Remote Similarity	0.5953	NPC475147
Remote Similarity	0.5953	NPC87714
Remote Similarity	0.5951	NPC87391
Remote Similarity	0.5947	NPC219383
Remote Similarity	0.5947	NPC200888
Remote Similarity	0.5946	NPC305984
Remote Similarity	0.5945	NPC476465
Remote Similarity	0.5938	NPC477533
Remote Similarity	0.5936	NPC242923
Remote Similarity	0.5936	NPC87413
Remote Similarity	0.5933	NPC78284
Remote Similarity	0.5926	NPC246140
Remote Similarity	0.5926	NPC195787
Remote Similarity	0.5924	NPC472191
Remote Similarity	0.5922	NPC313466
Remote Similarity	0.5921	NPC257851
Remote Similarity	0.5919	NPC473041
Remote Similarity	0.5918	NPC247251
Remote Similarity	0.5917	NPC477160
Remote Similarity	0.5915	NPC67904
Remote Similarity	0.5915	NPC329793
Remote Similarity	0.5915	NPC176538
Remote Similarity	0.5913	NPC474688
Remote Similarity	0.5913	NPC475411
Remote Similarity	0.5913	NPC203628
Remote Similarity	0.5911	NPC477532
Remote Similarity	0.5911	NPC310118
Remote Similarity	0.5911	NPC116096
Remote Similarity	0.5911	NPC190461
Remote Similarity	0.5909	NPC310211
Remote Similarity	0.5909	NPC308137
Remote Similarity	0.5902	NPC94943
Remote Similarity	0.5901	NPC8022
Remote Similarity	0.5901	NPC470799
Remote Similarity	0.5899	NPC471306
Remote Similarity	0.5899	NPC471321
Remote Similarity	0.5897	NPC79911
Remote Similarity	0.5895	NPC252251
Remote Similarity	0.5892	NPC476462
Remote Similarity	0.589	NPC474366
Remote Similarity	0.5887	NPC101543
Remote Similarity	0.5885	NPC473004
Remote Similarity	0.5882	NPC478074
Remote Similarity	0.5882	NPC268223
Remote Similarity	0.5882	NPC476287
Remote Similarity	0.5882	NPC212535
Remote Similarity	0.5877	NPC303214
Remote Similarity	0.5874	NPC276674

Drug Structure

NPD1909 OpenBabel08211701392D 26 28 0 0 0 0 0 0 0 0999 V2000 -4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2007 1.5657 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2226 1.3578 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5608 -0.1285 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 2.8698 0.8226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 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 0.9135 0.4067 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 0.1045 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8480 1.0305 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7990 0.7215 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 4.0559 0.0523 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 4.1570 1.9815 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.6386 -1.6637 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0827 -1.2024 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 -3.4641 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.4307 -2.6418 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4894 -2.1160 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 23 1 0 0 0 0 2 24 1 0 0 0 0 3 5 2 0 0 0 0 3 9 1 0 0 0 0 4 6 2 0 0 0 0 4 10 1 0 0 0 0 5 12 1 0 0 0 0 6 14 1 0 0 0 0 7 9 2 0 0 0 0 7 11 1 0 0 0 0 8 10 2 0 0 0 0 8 13 1 0 0 0 0 9 16 1 0 0 0 0 10 23 1 0 0 0 0 11 12 2 0 0 0 0 11 21 1 0 0 0 0 12 22 1 0 0 0 0 13 14 2 0 0 0 0 13 22 1 0 0 0 0 14 24 1 0 0 0 0 15 20 2 0 0 0 0 15 21 1 0 0 0 0 15 22 1 0 0 0 0 16 17 1 0 0 0 0 16 18 1 0 0 0 0 16 19 1 0 0 0 0 20 25 1 0 0 0 0 21 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB008022
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	337.10
ALogP	0.525
MLogP	2.34
XLogP	5.389
HDA	3
HBD	2
Rotatable Bonds	9
TPSA	57.58
RO5 Violation	1