NPASS drugs

Drug Information

Drug ID:	NPD4398
Drug Name:
Molecular Formula:	C21H21FN2O4S
Canonical SMILES:	[O-]C(=O)CCn1c2CC[C@H](Cc2c2c1cccc2)NS(=O)(=O)c1ccc(cc1)F
Standard InCHI:	InChI=1S/C21H21FN2O4S/c22-14-5-8-16(9-6-14)29(27,28)23-15-7-10-20-18(13-15)17-3-1-2-4-19(17)24(20)12-11-21(25)26/h1-6,8-9,15,23H,7,10-13H2,(H,25,26)/p-1/t15-/m1/s1
Standard InCHIKey:	LDXDSHIEDAPSSA-OAHLLOKOSA-M
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4398

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	336
0.1-0.2	2975
0.2-0.3	15148
0.3-0.4	8200
0.4-0.5	1819
0.5-0.6	1606
0.6-0.7	730
0.7-0.8	76
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	0.7314	NPC316910
Intermediate Similarity	0.7253	NPC469938
Intermediate Similarity	0.7202	NPC104483
Intermediate Similarity	0.7202	NPC88097
Intermediate Similarity	0.7193	NPC470440
Intermediate Similarity	0.7182	NPC194411
Intermediate Similarity	0.7175	NPC474791
Intermediate Similarity	0.7152	NPC473930
Intermediate Similarity	0.7151	NPC21174
Intermediate Similarity	0.7151	NPC271797
Intermediate Similarity	0.7143	NPC200214
Intermediate Similarity	0.7127	NPC63751
Intermediate Similarity	0.7126	NPC325252
Intermediate Similarity	0.7126	NPC33421
Intermediate Similarity	0.7126	NPC218268
Intermediate Similarity	0.7118	NPC63157
Intermediate Similarity	0.7118	NPC473868
Intermediate Similarity	0.7102	NPC476219
Intermediate Similarity	0.7101	NPC73767
Intermediate Similarity	0.7099	NPC250361
Intermediate Similarity	0.7093	NPC314372
Intermediate Similarity	0.7091	NPC475450
Intermediate Similarity	0.7086	NPC470233
Intermediate Similarity	0.7081	NPC14113
Intermediate Similarity	0.7081	NPC145885
Intermediate Similarity	0.7081	NPC84827
Intermediate Similarity	0.7081	NPC68354
Intermediate Similarity	0.7079	NPC92796
Intermediate Similarity	0.7079	NPC56765
Intermediate Similarity	0.7079	NPC318065
Intermediate Similarity	0.7079	NPC206819
Intermediate Similarity	0.7079	NPC135141
Intermediate Similarity	0.7079	NPC41257
Intermediate Similarity	0.7076	NPC20144
Intermediate Similarity	0.7076	NPC190296
Intermediate Similarity	0.7069	NPC37548
Intermediate Similarity	0.7068	NPC329858
Intermediate Similarity	0.7066	NPC198988
Intermediate Similarity	0.7065	NPC275305
Intermediate Similarity	0.7065	NPC37423
Intermediate Similarity	0.7059	NPC469768
Intermediate Similarity	0.7059	NPC238499
Intermediate Similarity	0.7059	NPC469767
Intermediate Similarity	0.7059	NPC2949
Intermediate Similarity	0.7059	NPC469761
Intermediate Similarity	0.7059	NPC469780
Intermediate Similarity	0.7059	NPC469783
Intermediate Similarity	0.7059	NPC469784
Intermediate Similarity	0.7059	NPC59084
Intermediate Similarity	0.7059	NPC469779
Intermediate Similarity	0.7056	NPC8104
Intermediate Similarity	0.7052	NPC288838
Intermediate Similarity	0.705	NPC323927
Intermediate Similarity	0.7045	NPC281094
Intermediate Similarity	0.7045	NPC200743
Intermediate Similarity	0.7043	NPC213468
Intermediate Similarity	0.703	NPC22079
Intermediate Similarity	0.7029	NPC24678
Intermediate Similarity	0.7029	NPC105818
Intermediate Similarity	0.7029	NPC53947
Intermediate Similarity	0.7024	NPC96102
Intermediate Similarity	0.7022	NPC216643
Intermediate Similarity	0.7022	NPC469897
Intermediate Similarity	0.7021	NPC470205
Intermediate Similarity	0.702	NPC193761
Intermediate Similarity	0.7018	NPC469766
Intermediate Similarity	0.7016	NPC321708
Intermediate Similarity	0.7012	NPC473762
Intermediate Similarity	0.7011	NPC161861
Intermediate Similarity	0.7011	NPC21605
Intermediate Similarity	0.7011	NPC471957
Intermediate Similarity	0.7006	NPC476297
Intermediate Similarity	0.7	NPC110126
Intermediate Similarity	0.7	NPC194881
Intermediate Similarity	0.7	NPC478185
Intermediate Similarity	0.7	NPC312092
Remote Similarity	0.6994	NPC159856
Remote Similarity	0.6989	NPC216713
Remote Similarity	0.6984	NPC472119
Remote Similarity	0.6983	NPC474880
Remote Similarity	0.6983	NPC475990
Remote Similarity	0.6983	NPC221786
Remote Similarity	0.6982	NPC251722
Remote Similarity	0.6982	NPC314102
Remote Similarity	0.6982	NPC84911
Remote Similarity	0.6982	NPC150259
Remote Similarity	0.6982	NPC105127
Remote Similarity	0.6979	NPC314333
Remote Similarity	0.6974	NPC245916
Remote Similarity	0.6973	NPC149155
Remote Similarity	0.6973	NPC110500
Remote Similarity	0.6973	NPC203468
Remote Similarity	0.697	NPC473587
Remote Similarity	0.6966	NPC51054
Remote Similarity	0.6963	NPC472323
Remote Similarity	0.6961	NPC478182
Remote Similarity	0.6961	NPC478184
Remote Similarity	0.6952	NPC283219
Remote Similarity	0.6952	NPC176199
Remote Similarity	0.6952	NPC215795
Remote Similarity	0.6949	NPC469786
Remote Similarity	0.6949	NPC469765
Remote Similarity	0.6949	NPC73952
Remote Similarity	0.6949	NPC469763
Remote Similarity	0.6949	NPC325903
Remote Similarity	0.6949	NPC25008
Remote Similarity	0.6949	NPC469760
Remote Similarity	0.6949	NPC259644
Remote Similarity	0.6947	NPC133003
Remote Similarity	0.6947	NPC280290
Remote Similarity	0.694	NPC78020
Remote Similarity	0.6936	NPC242556
Remote Similarity	0.6935	NPC267885
Remote Similarity	0.6932	NPC40070
Remote Similarity	0.6931	NPC472104
Remote Similarity	0.6931	NPC143533
Remote Similarity	0.6928	NPC475428
Remote Similarity	0.6927	NPC286427
Remote Similarity	0.6927	NPC469762
Remote Similarity	0.6923	NPC261195
Remote Similarity	0.6923	NPC29886
Remote Similarity	0.6915	NPC469896
Remote Similarity	0.6911	NPC235684
Remote Similarity	0.6911	NPC94752
Remote Similarity	0.691	NPC38736
Remote Similarity	0.691	NPC75540
Remote Similarity	0.691	NPC470507
Remote Similarity	0.691	NPC70922
Remote Similarity	0.691	NPC212376
Remote Similarity	0.691	NPC80597
Remote Similarity	0.691	NPC211572
Remote Similarity	0.6904	NPC102008
Remote Similarity	0.6902	NPC91895
Remote Similarity	0.6898	NPC217372
Remote Similarity	0.6898	NPC183662
Remote Similarity	0.6898	NPC15573
Remote Similarity	0.6898	NPC59269
Remote Similarity	0.6898	NPC284775
Remote Similarity	0.6897	NPC204141
Remote Similarity	0.6889	NPC293487
Remote Similarity	0.6886	NPC179365
Remote Similarity	0.6885	NPC474561
Remote Similarity	0.6885	NPC49954
Remote Similarity	0.6885	NPC160105
Remote Similarity	0.6878	NPC75726
Remote Similarity	0.6878	NPC110602
Remote Similarity	0.6878	NPC31385
Remote Similarity	0.6875	NPC187951
Remote Similarity	0.6872	NPC285469
Remote Similarity	0.6872	NPC469785
Remote Similarity	0.6865	NPC126492
Remote Similarity	0.6862	NPC219336
Remote Similarity	0.6862	NPC248041
Remote Similarity	0.6862	NPC126709
Remote Similarity	0.6862	NPC11126
Remote Similarity	0.686	NPC115611
Remote Similarity	0.686	NPC279081
Remote Similarity	0.6859	NPC99939
Remote Similarity	0.6859	NPC308931
Remote Similarity	0.6857	NPC478186
Remote Similarity	0.6851	NPC229173
Remote Similarity	0.6851	NPC255229
Remote Similarity	0.6851	NPC279918
Remote Similarity	0.6851	NPC81229
Remote Similarity	0.6842	NPC472110
Remote Similarity	0.6842	NPC472109
Remote Similarity	0.6839	NPC196251
Remote Similarity	0.6839	NPC175474
Remote Similarity	0.6839	NPC102338
Remote Similarity	0.6839	NPC63199
Remote Similarity	0.6839	NPC111602
Remote Similarity	0.6836	NPC148592
Remote Similarity	0.6828	NPC314603
Remote Similarity	0.6825	NPC15840
Remote Similarity	0.6821	NPC472292
Remote Similarity	0.6821	NPC277157
Remote Similarity	0.6818	NPC477134
Remote Similarity	0.6818	NPC469811
Remote Similarity	0.6813	NPC162689
Remote Similarity	0.6813	NPC54102
Remote Similarity	0.6813	NPC282231
Remote Similarity	0.6811	NPC65080
Remote Similarity	0.6809	NPC14325
Remote Similarity	0.6809	NPC248454
Remote Similarity	0.6809	NPC28848
Remote Similarity	0.6806	NPC228835
Remote Similarity	0.6802	NPC472293
Remote Similarity	0.6798	NPC470823
Remote Similarity	0.6798	NPC477065
Remote Similarity	0.6796	NPC6436
Remote Similarity	0.6793	NPC56233
Remote Similarity	0.6793	NPC470509
Remote Similarity	0.6793	NPC478183
Remote Similarity	0.6791	NPC329688
Remote Similarity	0.6791	NPC189812
Remote Similarity	0.6786	NPC472295
Remote Similarity	0.6786	NPC269886
Remote Similarity	0.6786	NPC81802
Remote Similarity	0.6786	NPC472210
Remote Similarity	0.6786	NPC247735

Drug Structure

NPD4398 OpenBabel08211705262D 30 33 0 0 1 0 0 0 0 0999 V2000 5.9497 -0.8447 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0520 -1.8181 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0562 -0.4468 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2607 -2.3931 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4454 -0.8471 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4454 0.8471 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9959 -2.3494 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4672 -0.8471 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4672 0.8471 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8894 -2.7473 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9506 -4.1975 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6775 -3.5430 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6849 -0.8010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9344 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8936 -1.3760 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.9781 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2643 -1.0218 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5790 -1.1989 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3666 -1.9952 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6812 -2.1723 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1539 -5.1542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9126 0.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.9781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.5753 -2.5702 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.4270 -5.8087 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.0842 -5.4565 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 0.0000 0.9781 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9781 -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 -0.8471 -1.4672 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 17 2 0 0 0 0 4 19 2 0 0 0 0 5 8 1 0 0 0 0 5 14 2 0 0 0 0 6 9 2 0 0 0 0 6 14 1 0 0 0 0 7 10 1 0 0 0 0 7 15 1 0 0 0 0 8 16 2 0 0 0 0 9 16 1 0 0 0 0 10 20 1 0 0 0 0 11 12 1 0 0 0 0 11 21 1 0 0 0 0 12 24 1 0 0 0 0 13 15 1 0 0 0 0 13 18 1 0 0 0 0 14 22 1 0 0 0 0 15 23 1 1 0 0 0 16 29 1 0 0 0 0 17 18 1 0 0 0 0 17 19 1 0 0 0 0 18 20 2 0 0 0 0 19 24 1 0 0 0 0 20 24 1 0 0 0 0 21 25 2 0 0 0 0 21 26 1 0 0 0 0 23 29 1 0 0 0 0 23 30 1 0 0 0 0 27 29 2 0 0 0 0 28 29 2 0 0 0 0 M CHG 1 26 -1 M END $$$$

External Identifiers

TTD	DCL000880
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	22849387
ChEBI
CAS Number

Drug Properties

Molecular Weight	415.11
ALogP	-1.3352
MLogP	2.89
XLogP	3.431
HDA	6
HBD	1
Rotatable Bonds	8
TPSA	99.61
RO5 Violation	0