NPASS drugs

Drug Information

Drug ID:	NPD2385
Drug Name:
Molecular Formula:	C17H16FN3O2S
Canonical SMILES:	CNCc1cc(n(c1)S(=O)(=O)c1cccnc1)c1ccccc1F
Standard InCHI:	InChI=1S/C17H16FN3O2S/c1-19-10-13-9-17(15-6-2-3-7-16(15)18)21(12-13)24(22,23)14-5-4-8-20-11-14/h2-9,11-12,19H,10H2,1H3
Standard InCHIKey:	BFDBKMOZYNOTPK-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2385

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	569
0.1-0.2	9138
0.2-0.3	13952
0.3-0.4	3765
0.4-0.5	1389
0.5-0.6	1234
0.6-0.7	650
0.7-0.8	191
0.8-0.85	2
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	0.8291	NPC470233
Intermediate Similarity	0.8086	NPC469897
Intermediate Similarity	0.7949	NPC469780
Intermediate Similarity	0.7949	NPC469767
Intermediate Similarity	0.7949	NPC469783
Intermediate Similarity	0.7949	NPC469779
Intermediate Similarity	0.7949	NPC469761
Intermediate Similarity	0.7949	NPC469784
Intermediate Similarity	0.7949	NPC469768
Intermediate Similarity	0.7937	NPC321911
Intermediate Similarity	0.7898	NPC469766
Intermediate Similarity	0.7888	NPC53947
Intermediate Similarity	0.7885	NPC73767
Intermediate Similarity	0.7885	NPC110126
Intermediate Similarity	0.7875	NPC201380
Intermediate Similarity	0.7875	NPC469811
Intermediate Similarity	0.7875	NPC179787
Intermediate Similarity	0.7871	NPC84911
Intermediate Similarity	0.7871	NPC105127
Intermediate Similarity	0.7866	NPC316910
Intermediate Similarity	0.7812	NPC63545
Intermediate Similarity	0.7812	NPC288838
Intermediate Similarity	0.7806	NPC261195
Intermediate Similarity	0.7806	NPC96102
Intermediate Similarity	0.7806	NPC29886
Intermediate Similarity	0.7791	NPC325903
Intermediate Similarity	0.7778	NPC40070
Intermediate Similarity	0.7764	NPC470111
Intermediate Similarity	0.7764	NPC471957
Intermediate Similarity	0.7756	NPC314102
Intermediate Similarity	0.7756	NPC251722
Intermediate Similarity	0.775	NPC314372
Intermediate Similarity	0.7736	NPC190296
Intermediate Similarity	0.7683	NPC200214
Intermediate Similarity	0.7669	NPC105818
Intermediate Similarity	0.7669	NPC24678
Intermediate Similarity	0.7667	NPC27740
Intermediate Similarity	0.7662	NPC82295
Intermediate Similarity	0.7651	NPC236711
Intermediate Similarity	0.7643	NPC150259
Intermediate Similarity	0.7622	NPC216713
Intermediate Similarity	0.7622	NPC470823
Intermediate Similarity	0.7622	NPC469308
Intermediate Similarity	0.7619	NPC470203
Intermediate Similarity	0.761	NPC279081
Intermediate Similarity	0.7605	NPC92796
Intermediate Similarity	0.7605	NPC135141
Intermediate Similarity	0.7605	NPC56765
Intermediate Similarity	0.76	NPC46358
Intermediate Similarity	0.7576	NPC469786
Intermediate Similarity	0.7576	NPC259644
Intermediate Similarity	0.7576	NPC25008
Intermediate Similarity	0.7576	NPC469763
Intermediate Similarity	0.7576	NPC73952
Intermediate Similarity	0.7576	NPC469765
Intermediate Similarity	0.7576	NPC469760
Intermediate Similarity	0.7574	NPC317105
Intermediate Similarity	0.756	NPC44773
Intermediate Similarity	0.756	NPC215584
Intermediate Similarity	0.756	NPC470204
Intermediate Similarity	0.7545	NPC216643
Intermediate Similarity	0.7531	NPC285731
Intermediate Similarity	0.7531	NPC159856
Intermediate Similarity	0.753	NPC70922
Intermediate Similarity	0.753	NPC212376
Intermediate Similarity	0.753	NPC80597
Intermediate Similarity	0.753	NPC75540
Intermediate Similarity	0.753	NPC211572
Intermediate Similarity	0.7515	NPC225018
Intermediate Similarity	0.75	NPC59084
Intermediate Similarity	0.75	NPC245244
Intermediate Similarity	0.75	NPC230002
Intermediate Similarity	0.75	NPC146373
Intermediate Similarity	0.75	NPC115611
Intermediate Similarity	0.75	NPC166424
Intermediate Similarity	0.7485	NPC143872
Intermediate Similarity	0.7471	NPC90723
Intermediate Similarity	0.7468	NPC325252
Intermediate Similarity	0.7467	NPC48564
Intermediate Similarity	0.7467	NPC182570
Intermediate Similarity	0.7467	NPC265605
Intermediate Similarity	0.7456	NPC122141
Intermediate Similarity	0.7453	NPC473868
Intermediate Similarity	0.7453	NPC63157
Intermediate Similarity	0.744	NPC469762
Intermediate Similarity	0.744	NPC286427
Intermediate Similarity	0.7429	NPC474958
Intermediate Similarity	0.7425	NPC476219
Intermediate Similarity	0.7425	NPC476297
Intermediate Similarity	0.7423	NPC86288
Intermediate Similarity	0.7405	NPC198988
Intermediate Similarity	0.7401	NPC164228
Intermediate Similarity	0.7396	NPC318065
Intermediate Similarity	0.7396	NPC41257
Intermediate Similarity	0.7396	NPC206819
Intermediate Similarity	0.7391	NPC2949
Intermediate Similarity	0.7386	NPC248454
Intermediate Similarity	0.7384	NPC474561
Intermediate Similarity	0.7384	NPC49954
Intermediate Similarity	0.7383	NPC91958
Intermediate Similarity	0.7381	NPC476464
Intermediate Similarity	0.7381	NPC469785
Intermediate Similarity	0.7372	NPC282398
Intermediate Similarity	0.7368	NPC478184
Intermediate Similarity	0.7368	NPC311276
Intermediate Similarity	0.7368	NPC478182
Intermediate Similarity	0.7356	NPC82331
Intermediate Similarity	0.7355	NPC89490
Intermediate Similarity	0.7341	NPC63751
Intermediate Similarity	0.7329	NPC104483
Intermediate Similarity	0.7325	NPC101165
Intermediate Similarity	0.731	NPC478185
Intermediate Similarity	0.731	NPC282231
Intermediate Similarity	0.7308	NPC475090
Intermediate Similarity	0.7308	NPC329896
Intermediate Similarity	0.7308	NPC475105
Intermediate Similarity	0.7299	NPC91895
Intermediate Similarity	0.7294	NPC474791
Intermediate Similarity	0.7283	NPC160105
Intermediate Similarity	0.7267	NPC169433
Intermediate Similarity	0.7267	NPC40779
Intermediate Similarity	0.7267	NPC194640
Intermediate Similarity	0.7262	NPC141926
Intermediate Similarity	0.7262	NPC138842
Intermediate Similarity	0.7261	NPC22079
Intermediate Similarity	0.7255	NPC290094
Intermediate Similarity	0.7251	NPC279918
Intermediate Similarity	0.7235	NPC129721
Intermediate Similarity	0.7232	NPC280852
Intermediate Similarity	0.7229	NPC21605
Intermediate Similarity	0.7226	NPC476140
Intermediate Similarity	0.7225	NPC274229
Intermediate Similarity	0.7222	NPC88097
Intermediate Similarity	0.7222	NPC163055
Intermediate Similarity	0.7222	NPC316811
Intermediate Similarity	0.7222	NPC32002
Intermediate Similarity	0.7222	NPC315348
Intermediate Similarity	0.7219	NPC34844
Intermediate Similarity	0.7216	NPC477611
Intermediate Similarity	0.7215	NPC475450
Intermediate Similarity	0.7215	NPC256893
Intermediate Similarity	0.7215	NPC471322
Intermediate Similarity	0.7208	NPC476322
Intermediate Similarity	0.72	NPC297486
Intermediate Similarity	0.72	NPC194411
Intermediate Similarity	0.72	NPC81561
Intermediate Similarity	0.72	NPC240136
Intermediate Similarity	0.72	NPC471402
Intermediate Similarity	0.7195	NPC20144
Intermediate Similarity	0.7193	NPC293487
Intermediate Similarity	0.7193	NPC477591
Intermediate Similarity	0.7191	NPC59269
Intermediate Similarity	0.7176	NPC51054
Intermediate Similarity	0.7175	NPC471579
Intermediate Similarity	0.7159	NPC201634
Intermediate Similarity	0.7152	NPC69914
Intermediate Similarity	0.7152	NPC143603
Intermediate Similarity	0.7143	NPC218268
Intermediate Similarity	0.7143	NPC201700
Intermediate Similarity	0.7143	NPC148592
Intermediate Similarity	0.7133	NPC148140
Intermediate Similarity	0.7119	NPC314603
Intermediate Similarity	0.7115	NPC250361
Intermediate Similarity	0.7115	NPC169625
Intermediate Similarity	0.7115	NPC202957
Intermediate Similarity	0.7108	NPC470440
Intermediate Similarity	0.7108	NPC204141
Intermediate Similarity	0.7102	NPC97343
Intermediate Similarity	0.7099	NPC125746
Intermediate Similarity	0.7095	NPC68354
Intermediate Similarity	0.7089	NPC473587
Intermediate Similarity	0.7089	NPC476131
Intermediate Similarity	0.7088	NPC108011
Intermediate Similarity	0.7086	NPC54988
Intermediate Similarity	0.7086	NPC478183
Intermediate Similarity	0.7079	NPC317054
Intermediate Similarity	0.7079	NPC37423
Intermediate Similarity	0.7079	NPC275305
Intermediate Similarity	0.7078	NPC41174
Intermediate Similarity	0.7073	NPC284635
Intermediate Similarity	0.7072	NPC307191
Intermediate Similarity	0.7066	NPC316069
Intermediate Similarity	0.7062	NPC470498
Intermediate Similarity	0.7052	NPC131718
Intermediate Similarity	0.7044	NPC475428
Intermediate Similarity	0.7041	NPC33421
Intermediate Similarity	0.7039	NPC162689
Intermediate Similarity	0.7039	NPC54102
Intermediate Similarity	0.7025	NPC473762
Intermediate Similarity	0.7018	NPC477815
Intermediate Similarity	0.7017	NPC314919
Intermediate Similarity	0.7006	NPC32534
Intermediate Similarity	0.7	NPC179365
Remote Similarity	0.6994	NPC221786
Remote Similarity	0.6994	NPC474880
Remote Similarity	0.6994	NPC230869
Remote Similarity	0.6994	NPC475990
Remote Similarity	0.6989	NPC49217
Remote Similarity	0.6989	NPC56233
Remote Similarity	0.6988	NPC477977

Drug Structure

NPD2385 OpenBabel08211702172D 25 27 0 0 0 0 0 0 0 0999 V2000 -2.4890 -2.3298 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9190 0.0084 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6622 -0.6607 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9680 -0.3006 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4543 -1.6389 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0878 -3.3479 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 -1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7601 -1.2788 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5032 -1.9479 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 -1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2953 -2.9260 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -2.0823 -3.2433 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 0.8660 0.0000 N 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 0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -2.6701 -4.0523 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 19 1 0 0 0 0 2 3 2 0 0 0 0 2 6 1 0 0 0 0 3 7 1 0 0 0 0 4 5 2 0 0 0 0 4 8 1 0 0 0 0 5 14 1 0 0 0 0 6 15 2 0 0 0 0 7 16 2 0 0 0 0 8 20 2 0 0 0 0 9 13 1 0 0 0 0 9 17 2 0 0 0 0 10 13 1 0 0 0 0 10 19 1 0 0 0 0 11 14 2 0 0 0 0 11 20 1 0 0 0 0 12 13 2 0 0 0 0 12 21 1 0 0 0 0 14 24 1 0 0 0 0 15 16 1 0 0 0 0 15 17 1 0 0 0 0 16 18 1 0 0 0 0 17 21 1 0 0 0 0 19 25 1 0 0 0 0 21 24 1 0 0 0 0 22 24 2 0 0 0 0 23 24 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL003781
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	45375887
ChEBI
CAS Number

Drug Properties

Molecular Weight	345.09
ALogP	-0.7633
MLogP	2.56
XLogP	2.933
HDA	5
HBD	1
Rotatable Bonds	7
TPSA	72.37
RO5 Violation	0