NPASS drugs

Drug Information

Drug ID:	NPD4395
Drug Name:	Gs 6201
Molecular Formula:	C21H21F3N6O2
Canonical SMILES:	CCCn1c(=O)c2nc([nH]c2n(c1=O)CC)c1cnn(c1)Cc1cccc(c1)C(F)(F)F
Standard InCHI:	InChI=1S/C21H21F3N6O2/c1-3-8-30-19(31)16-18(29(4-2)20(30)32)27-17(26-16)14-10-25-28(12-14)11-13-6-5-7-15(9-13)21(22,23)24/h5-7,9-10,12H,3-4,8,11H2,1-2H3,(H,26,27)
Standard InCHIKey:	KOYXXLLNCXWUNF-UHFFFAOYSA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4395

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	641
0.1-0.2	10879
0.2-0.3	13828
0.3-0.4	2500
0.4-0.5	1763
0.5-0.6	1111
0.6-0.7	163
0.7-0.8	5
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	0.7395	NPC116555
Intermediate Similarity	0.7364	NPC267811
Intermediate Similarity	0.7073	NPC16659
Intermediate Similarity	0.7044	NPC317054
Intermediate Similarity	0.7024	NPC265710
Remote Similarity	0.6983	NPC470323
Remote Similarity	0.6976	NPC473380
Remote Similarity	0.6976	NPC240088
Remote Similarity	0.6953	NPC935
Remote Similarity	0.6953	NPC267078
Remote Similarity	0.6923	NPC474357
Remote Similarity	0.6895	NPC317701
Remote Similarity	0.6881	NPC469308
Remote Similarity	0.683	NPC54981
Remote Similarity	0.6795	NPC69843
Remote Similarity	0.677	NPC282247
Remote Similarity	0.6696	NPC71238
Remote Similarity	0.665	NPC470203
Remote Similarity	0.6635	NPC191415
Remote Similarity	0.6601	NPC470204
Remote Similarity	0.6579	NPC471603
Remote Similarity	0.656	NPC474180
Remote Similarity	0.656	NPC188821
Remote Similarity	0.656	NPC326422
Remote Similarity	0.6526	NPC102755
Remote Similarity	0.6512	NPC135601
Remote Similarity	0.6512	NPC17273
Remote Similarity	0.6512	NPC141612
Remote Similarity	0.6512	NPC476527
Remote Similarity	0.6509	NPC314281
Remote Similarity	0.6509	NPC40530
Remote Similarity	0.6485	NPC120070
Remote Similarity	0.6476	NPC471579
Remote Similarity	0.6468	NPC476460
Remote Similarity	0.6468	NPC63109
Remote Similarity	0.6465	NPC133003
Remote Similarity	0.6456	NPC478184
Remote Similarity	0.6441	NPC474389
Remote Similarity	0.6422	NPC324091
Remote Similarity	0.6419	NPC21429
Remote Similarity	0.6402	NPC156003
Remote Similarity	0.6395	NPC238945
Remote Similarity	0.6377	NPC317105
Remote Similarity	0.6377	NPC478182
Remote Similarity	0.6368	NPC282531
Remote Similarity	0.6364	NPC6865
Remote Similarity	0.6364	NPC471194
Remote Similarity	0.6364	NPC471193
Remote Similarity	0.6364	NPC153980
Remote Similarity	0.6359	NPC122141
Remote Similarity	0.6352	NPC470732
Remote Similarity	0.6352	NPC470731
Remote Similarity	0.6344	NPC473376
Remote Similarity	0.6343	NPC477003
Remote Similarity	0.6323	NPC174281
Remote Similarity	0.6323	NPC475286
Remote Similarity	0.632	NPC72956
Remote Similarity	0.6318	NPC210123
Remote Similarity	0.6316	NPC171393
Remote Similarity	0.6316	NPC295452
Remote Similarity	0.6314	NPC74619
Remote Similarity	0.6313	NPC99939
Remote Similarity	0.6313	NPC308931
Remote Similarity	0.6305	NPC472260
Remote Similarity	0.6305	NPC469975
Remote Similarity	0.6303	NPC130570
Remote Similarity	0.6284	NPC94752
Remote Similarity	0.6274	NPC161861
Remote Similarity	0.6267	NPC136957
Remote Similarity	0.6267	NPC19696
Remote Similarity	0.6267	NPC237414
Remote Similarity	0.6262	NPC284775
Remote Similarity	0.625	NPC307191
Remote Similarity	0.625	NPC167710
Remote Similarity	0.625	NPC478185
Remote Similarity	0.6238	NPC179787
Remote Similarity	0.6238	NPC201380
Remote Similarity	0.6238	NPC114209
Remote Similarity	0.6232	NPC293487
Remote Similarity	0.6227	NPC213629
Remote Similarity	0.6224	NPC167285
Remote Similarity	0.6223	NPC470702
Remote Similarity	0.6223	NPC473218
Remote Similarity	0.6221	NPC270834
Remote Similarity	0.6215	NPC280852
Remote Similarity	0.6215	NPC151635
Remote Similarity	0.6213	NPC147983
Remote Similarity	0.6213	NPC177996
Remote Similarity	0.6213	NPC471192
Remote Similarity	0.6207	NPC321911
Remote Similarity	0.6205	NPC79356
Remote Similarity	0.6205	NPC476526
Remote Similarity	0.6205	NPC329765
Remote Similarity	0.6205	NPC102592
Remote Similarity	0.6205	NPC48117
Remote Similarity	0.6197	NPC470703
Remote Similarity	0.6193	NPC165495
Remote Similarity	0.6188	NPC63545
Remote Similarity	0.6182	NPC17059
Remote Similarity	0.618	NPC320968
Remote Similarity	0.6172	NPC225018
Remote Similarity	0.6161	NPC478183
Remote Similarity	0.6158	NPC469811
Remote Similarity	0.6157	NPC11126
Remote Similarity	0.6151	NPC77101
Remote Similarity	0.615	NPC197068
Remote Similarity	0.6147	NPC470205
Remote Similarity	0.6146	NPC470233
Remote Similarity	0.6142	NPC76544
Remote Similarity	0.6142	NPC226184
Remote Similarity	0.6139	NPC470440
Remote Similarity	0.6134	NPC250178
Remote Similarity	0.6128	NPC54744
Remote Similarity	0.6124	NPC470680
Remote Similarity	0.6124	NPC100104
Remote Similarity	0.6119	NPC228835
Remote Similarity	0.6117	NPC325903
Remote Similarity	0.6116	NPC304203
Remote Similarity	0.6107	NPC115595
Remote Similarity	0.6106	NPC236711
Remote Similarity	0.6103	NPC32534
Remote Similarity	0.6103	NPC91895
Remote Similarity	0.61	NPC476817
Remote Similarity	0.6095	NPC253687
Remote Similarity	0.6091	NPC323244
Remote Similarity	0.6087	NPC476297
Remote Similarity	0.6087	NPC476219
Remote Similarity	0.6085	NPC56233
Remote Similarity	0.6085	NPC49217
Remote Similarity	0.6079	NPC171317
Remote Similarity	0.6077	NPC300238
Remote Similarity	0.6075	NPC54214
Remote Similarity	0.6058	NPC312942
Remote Similarity	0.6058	NPC327095
Remote Similarity	0.6057	NPC328924
Remote Similarity	0.6055	NPC73994
Remote Similarity	0.6053	NPC293917
Remote Similarity	0.6052	NPC266249
Remote Similarity	0.6047	NPC252572
Remote Similarity	0.6045	NPC108011
Remote Similarity	0.6042	NPC474195
Remote Similarity	0.6041	NPC477175
Remote Similarity	0.6041	NPC470730
Remote Similarity	0.6041	NPC477176
Remote Similarity	0.6041	NPC116622
Remote Similarity	0.6041	NPC470729
Remote Similarity	0.6038	NPC233380
Remote Similarity	0.6038	NPC41982
Remote Similarity	0.6033	NPC64216
Remote Similarity	0.6033	NPC40455
Remote Similarity	0.6025	NPC475736
Remote Similarity	0.6019	NPC53947
Remote Similarity	0.6016	NPC475969
Remote Similarity	0.6016	NPC477177
Remote Similarity	0.6016	NPC474877
Remote Similarity	0.6016	NPC475859
Remote Similarity	0.6009	NPC473640
Remote Similarity	0.6009	NPC12649
Remote Similarity	0.6008	NPC19170
Remote Similarity	0.6008	NPC474196
Remote Similarity	0.6	NPC474492
Remote Similarity	0.6	NPC92796
Remote Similarity	0.6	NPC269270
Remote Similarity	0.6	NPC48317
Remote Similarity	0.6	NPC135141
Remote Similarity	0.6	NPC123839
Remote Similarity	0.6	NPC82331
Remote Similarity	0.6	NPC150447
Remote Similarity	0.5992	NPC165743
Remote Similarity	0.5992	NPC39092
Remote Similarity	0.5984	NPC477420
Remote Similarity	0.5984	NPC477418
Remote Similarity	0.5983	NPC100321
Remote Similarity	0.5983	NPC477004
Remote Similarity	0.5983	NPC476525
Remote Similarity	0.5982	NPC88110
Remote Similarity	0.5982	NPC231536
Remote Similarity	0.5982	NPC24864
Remote Similarity	0.598	NPC204141
Remote Similarity	0.5975	NPC14686
Remote Similarity	0.5975	NPC242923
Remote Similarity	0.5973	NPC19342
Remote Similarity	0.5968	NPC63279
Remote Similarity	0.5966	NPC50511
Remote Similarity	0.5963	NPC83774
Remote Similarity	0.5962	NPC200214
Remote Similarity	0.5962	NPC472833
Remote Similarity	0.5959	NPC107160
Remote Similarity	0.5959	NPC476491
Remote Similarity	0.5953	NPC471943
Remote Similarity	0.5952	NPC18308
Remote Similarity	0.5952	NPC472832
Remote Similarity	0.5951	NPC143872
Remote Similarity	0.5951	NPC288838
Remote Similarity	0.5946	NPC476341
Remote Similarity	0.5945	NPC469529
Remote Similarity	0.5944	NPC297642
Remote Similarity	0.594	NPC54420
Remote Similarity	0.594	NPC243850
Remote Similarity	0.5935	NPC297862

Drug Structure

NPD4395 OpenBabel08211705262D 33 36 0 0 0 0 0 0 0 0999 V2000 -8.4078 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8097 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5418 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9437 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7406 -1.2202 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8271 -0.8135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5497 -0.6324 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6758 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5316 0.7688 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 0.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7226 0.1810 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5388 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4451 0.3621 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0777 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5388 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0777 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9437 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8097 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2541 0.9499 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6609 1.8634 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 3.6664 1.7589 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 5.1677 0.5431 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.1266 -1.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.1266 0.3090 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 -4.9437 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.8097 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.9437 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.6758 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8176 1.2601 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 8 1 0 0 0 0 4 29 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 13 1 0 0 0 0 7 15 2 0 0 0 0 8 30 1 0 0 0 0 9 13 2 0 0 0 0 9 15 1 0 0 0 0 10 14 1 0 0 0 0 10 25 2 0 0 0 0 11 13 1 0 0 0 0 11 28 1 0 0 0 0 12 14 2 0 0 0 0 12 28 1 0 0 0 0 14 17 1 0 0 0 0 15 21 1 0 0 0 0 16 18 2 0 0 0 0 16 19 1 0 0 0 0 16 26 1 0 0 0 0 17 26 2 0 0 0 0 17 27 1 0 0 0 0 18 27 1 0 0 0 0 18 29 1 0 0 0 0 19 30 1 0 0 0 0 19 31 2 0 0 0 0 20 29 1 0 0 0 0 20 30 1 0 0 0 0 20 32 2 0 0 0 0 21 22 1 0 0 0 0 21 23 1 0 0 0 0 21 24 1 0 0 0 0 25 28 1 0 0 0 0 27 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC008425
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	11270783
ChEBI
CAS Number

Drug Properties

Molecular Weight	446.17
ALogP	0.0789
MLogP	2.56
XLogP	3.725
HDA	8
HBD	1
Rotatable Bonds	12
TPSA	87.12
RO5 Violation	0