NPASS drugs

Drug Information

Drug ID:	NPD2409
Drug Name:
Molecular Formula:	C17H17FN4S
Canonical SMILES:	Cc1cc2c(s1)nc(nc2c1ccccc1F)N1CCNCC1
Standard InCHI:	InChI=1S/C17H17FN4S/c1-11-10-13-15(12-4-2-3-5-14(12)18)20-17(21-16(13)23-11)22-8-6-19-7-9-22/h2-5,10,19H,6-9H2,1H3
Standard InCHIKey:	FVIVKIGLBDRWNR-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2409

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	895
0.1-0.2	11279
0.2-0.3	13115
0.3-0.4	2709
0.4-0.5	1837
0.5-0.6	900
0.6-0.7	151
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	0.7411	NPC469308
Intermediate Similarity	0.7303	NPC476219
Intermediate Similarity	0.7105	NPC164228
Intermediate Similarity	0.7017	NPC476297
Remote Similarity	0.6961	NPC161108
Remote Similarity	0.691	NPC204141
Remote Similarity	0.6895	NPC317054
Remote Similarity	0.6813	NPC470233
Remote Similarity	0.6798	NPC320863
Remote Similarity	0.6794	NPC147810
Remote Similarity	0.6758	NPC148592
Remote Similarity	0.674	NPC114209
Remote Similarity	0.6738	NPC470203
Remote Similarity	0.6723	NPC88097
Remote Similarity	0.6684	NPC470204
Remote Similarity	0.6682	NPC173344
Remote Similarity	0.6651	NPC149014
Remote Similarity	0.6631	NPC221786
Remote Similarity	0.6631	NPC474880
Remote Similarity	0.6631	NPC475990
Remote Similarity	0.6596	NPC229173
Remote Similarity	0.6592	NPC115611
Remote Similarity	0.6591	NPC198988
Remote Similarity	0.659	NPC77022
Remote Similarity	0.656	NPC216221
Remote Similarity	0.6557	NPC21605
Remote Similarity	0.6554	NPC325252
Remote Similarity	0.6508	NPC122141
Remote Similarity	0.6507	NPC39092
Remote Similarity	0.65	NPC284635
Remote Similarity	0.65	NPC59084
Remote Similarity	0.6492	NPC195507
Remote Similarity	0.6492	NPC2165
Remote Similarity	0.6486	NPC40070
Remote Similarity	0.6464	NPC473868
Remote Similarity	0.6464	NPC63157
Remote Similarity	0.6455	NPC300238
Remote Similarity	0.644	NPC247987
Remote Similarity	0.6429	NPC20144
Remote Similarity	0.6425	NPC125746
Remote Similarity	0.6409	NPC2949
Remote Similarity	0.6392	NPC474897
Remote Similarity	0.6387	NPC225018
Remote Similarity	0.6358	NPC273714
Remote Similarity	0.6354	NPC317105
Remote Similarity	0.6344	NPC321911
Remote Similarity	0.6337	NPC135601
Remote Similarity	0.6337	NPC141612
Remote Similarity	0.6337	NPC17273
Remote Similarity	0.633	NPC325903
Remote Similarity	0.6327	NPC314557
Remote Similarity	0.6322	NPC476140
Remote Similarity	0.63	NPC307191
Remote Similarity	0.6296	NPC120070
Remote Similarity	0.629	NPC201380
Remote Similarity	0.629	NPC179787
Remote Similarity	0.629	NPC469811
Remote Similarity	0.6278	NPC218268
Remote Similarity	0.6278	NPC216159
Remote Similarity	0.6277	NPC470823
Remote Similarity	0.627	NPC470440
Remote Similarity	0.6269	NPC21174
Remote Similarity	0.6269	NPC271797
Remote Similarity	0.6269	NPC471609
Remote Similarity	0.6263	NPC315715
Remote Similarity	0.6263	NPC280852
Remote Similarity	0.6262	NPC175916
Remote Similarity	0.625	NPC16659
Remote Similarity	0.6238	NPC108011
Remote Similarity	0.6237	NPC63545
Remote Similarity	0.6237	NPC143872
Remote Similarity	0.6233	NPC66699
Remote Similarity	0.6223	NPC33421
Remote Similarity	0.6212	NPC471579
Remote Similarity	0.62	NPC265710
Remote Similarity	0.6198	NPC474791
Remote Similarity	0.6196	NPC88121
Remote Similarity	0.6195	NPC472289
Remote Similarity	0.6193	NPC201634
Remote Similarity	0.619	NPC216713
Remote Similarity	0.6183	NPC86288
Remote Similarity	0.618	NPC22079
Remote Similarity	0.6175	NPC110126
Remote Similarity	0.6175	NPC73767
Remote Similarity	0.6158	NPC200214
Remote Similarity	0.6157	NPC116555
Remote Similarity	0.6154	NPC314102
Remote Similarity	0.6154	NPC251722
Remote Similarity	0.6147	NPC124636
Remote Similarity	0.6146	NPC316910
Remote Similarity	0.6146	NPC469897
Remote Similarity	0.6145	NPC475450
Remote Similarity	0.6142	NPC91895
Remote Similarity	0.6141	NPC469768
Remote Similarity	0.6141	NPC469780
Remote Similarity	0.6141	NPC469767
Remote Similarity	0.6141	NPC469784
Remote Similarity	0.6141	NPC469761
Remote Similarity	0.6141	NPC469783
Remote Similarity	0.6141	NPC469779
Remote Similarity	0.6138	NPC53947
Remote Similarity	0.6127	NPC49051
Remote Similarity	0.6122	NPC49217
Remote Similarity	0.6119	NPC193370
Remote Similarity	0.6119	NPC471603
Remote Similarity	0.6117	NPC471957
Remote Similarity	0.6117	NPC103119
Remote Similarity	0.6114	NPC56765
Remote Similarity	0.6108	NPC469766
Remote Similarity	0.6105	NPC469975
Remote Similarity	0.6094	NPC476464
Remote Similarity	0.6091	NPC317430
Remote Similarity	0.6087	NPC104483
Remote Similarity	0.6082	NPC81561
Remote Similarity	0.608	NPC208060
Remote Similarity	0.608	NPC472123
Remote Similarity	0.608	NPC161861
Remote Similarity	0.6078	NPC472294
Remote Similarity	0.6078	NPC21429
Remote Similarity	0.607	NPC240088
Remote Similarity	0.607	NPC473380
Remote Similarity	0.6067	NPC287895
Remote Similarity	0.6066	NPC105127
Remote Similarity	0.6066	NPC84911
Remote Similarity	0.6064	NPC288838
Remote Similarity	0.6062	NPC236711
Remote Similarity	0.6059	NPC477891
Remote Similarity	0.6047	NPC54102
Remote Similarity	0.6047	NPC162689
Remote Similarity	0.6045	NPC250361
Remote Similarity	0.6045	NPC75999
Remote Similarity	0.6035	NPC19170
Remote Similarity	0.6034	NPC473587
Remote Similarity	0.6032	NPC470111
Remote Similarity	0.603	NPC476688
Remote Similarity	0.603	NPC105758
Remote Similarity	0.603	NPC82331
Remote Similarity	0.603	NPC476686
Remote Similarity	0.6023	NPC148140
Remote Similarity	0.6023	NPC122718
Remote Similarity	0.6022	NPC473930
Remote Similarity	0.602	NPC474958
Remote Similarity	0.6011	NPC96102
Remote Similarity	0.6011	NPC29886
Remote Similarity	0.6011	NPC261195
Remote Similarity	0.601	NPC278874
Remote Similarity	0.601	NPC231536
Remote Similarity	0.6009	NPC267811
Remote Similarity	0.6	NPC255229
Remote Similarity	0.6	NPC215584
Remote Similarity	0.6	NPC44773
Remote Similarity	0.6	NPC41174
Remote Similarity	0.6	NPC475428
Remote Similarity	0.6	NPC467063
Remote Similarity	0.6	NPC81229
Remote Similarity	0.599	NPC138842
Remote Similarity	0.599	NPC248454
Remote Similarity	0.599	NPC232798
Remote Similarity	0.5989	NPC146373
Remote Similarity	0.5989	NPC245244
Remote Similarity	0.5989	NPC69277
Remote Similarity	0.5989	NPC166424
Remote Similarity	0.5989	NPC42483
Remote Similarity	0.5979	NPC216643
Remote Similarity	0.5978	NPC473417
Remote Similarity	0.5978	NPC473762
Remote Similarity	0.5969	NPC194881
Remote Similarity	0.5967	NPC101165
Remote Similarity	0.5967	NPC179365
Remote Similarity	0.5957	NPC297862
Remote Similarity	0.5955	NPC151779
Remote Similarity	0.5951	NPC472109
Remote Similarity	0.5951	NPC472110
Remote Similarity	0.5949	NPC318065
Remote Similarity	0.5949	NPC206819
Remote Similarity	0.5939	NPC153467
Remote Similarity	0.5939	NPC478184
Remote Similarity	0.5939	NPC90723
Remote Similarity	0.5939	NPC478182
Remote Similarity	0.593	NPC476566
Remote Similarity	0.5926	NPC314372
Remote Similarity	0.5921	NPC130570
Remote Similarity	0.5916	NPC2272
Remote Similarity	0.5916	NPC282531
Remote Similarity	0.5913	NPC254762
Remote Similarity	0.5904	NPC190296
Remote Similarity	0.5902	NPC144114
Remote Similarity	0.59	NPC164664
Remote Similarity	0.5897	NPC286427
Remote Similarity	0.5895	NPC478186
Remote Similarity	0.5894	NPC133003
Remote Similarity	0.5893	NPC470731
Remote Similarity	0.5892	NPC150259
Remote Similarity	0.5888	NPC224632
Remote Similarity	0.5888	NPC478185
Remote Similarity	0.5886	NPC215519
Remote Similarity	0.5885	NPC24678
Remote Similarity	0.5885	NPC105818
Remote Similarity	0.5885	NPC255909
Remote Similarity	0.5882	NPC279081

Drug Structure

NPD2409 OpenBabel08211702172D 24 27 0 0 0 0 0 0 0 0999 V2000 -2.5685 2.4487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 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 0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4752 0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0685 1.5827 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 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 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 -0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 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 0.8660 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0739 1.4781 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 11 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 12 2 0 0 0 0 5 14 2 0 0 0 0 6 8 1 0 0 0 0 6 19 1 0 0 0 0 7 9 1 0 0 0 0 7 19 1 0 0 0 0 8 22 1 0 0 0 0 9 22 1 0 0 0 0 10 11 2 0 0 0 0 10 13 1 0 0 0 0 11 23 1 0 0 0 0 12 14 1 0 0 0 0 12 15 1 0 0 0 0 13 15 2 0 0 0 0 13 16 1 0 0 0 0 14 18 1 0 0 0 0 15 20 1 0 0 0 0 16 21 2 0 0 0 0 16 23 1 0 0 0 0 17 20 2 0 0 0 0 17 21 1 0 0 0 0 17 22 1 0 0 0 0 19 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000766
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6918194
ChEBI
CAS Number

Drug Properties

Molecular Weight	328.12
ALogP	1.149
MLogP	2.67
XLogP	3.338
HDA	4
HBD	1
Rotatable Bonds	4
TPSA	69.29
RO5 Violation	0