NPASS drugs

Drug Information

Drug ID:	NPD5397
Drug Name:
Molecular Formula:	C23H15Cl4FN2O3S2
Canonical SMILES:	Clc1ccc(c(c1)Cl)Cn1cc(c2c1c(/C=C/C(=NS(=O)(=O)c1sc(c(c1)Cl)Cl)O)cc(c2)F)C
Standard InCHI:	InChI=1S/C23H15Cl4FN2O3S2/c1-12-10-30(11-14-2-4-15(24)7-18(14)25)22-13(6-16(28)8-17(12)22)3-5-20(31)29-35(32,33)21-9-19(26)23(27)34-21/h2-10H,11H2,1H3,(H,29,31)/b5-3+
Standard InCHIKey:	BFBTVZNKWXWKNZ-HWKANZROSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5397

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	714
0.1-0.2	9042
0.2-0.3	14497
0.3-0.4	3801
0.4-0.5	1562
0.5-0.6	1135
0.6-0.7	139
0.7-0.8	0
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
Remote Similarity	0.6802	NPC92796
Remote Similarity	0.6802	NPC135141
Remote Similarity	0.6748	NPC314919
Remote Similarity	0.6717	NPC477591
Remote Similarity	0.6683	NPC83381
Remote Similarity	0.6587	NPC164228
Remote Similarity	0.6545	NPC32002
Remote Similarity	0.6545	NPC315348
Remote Similarity	0.6512	NPC316018
Remote Similarity	0.6512	NPC314058
Remote Similarity	0.6497	NPC105818
Remote Similarity	0.6497	NPC24678
Remote Similarity	0.6488	NPC91895
Remote Similarity	0.6465	NPC216713
Remote Similarity	0.6462	NPC285731
Remote Similarity	0.6462	NPC159856
Remote Similarity	0.6435	NPC315617
Remote Similarity	0.6435	NPC316359
Remote Similarity	0.6429	NPC288838
Remote Similarity	0.6414	NPC53947
Remote Similarity	0.6411	NPC248454
Remote Similarity	0.6396	NPC471957
Remote Similarity	0.6386	NPC474791
Remote Similarity	0.6382	NPC470823
Remote Similarity	0.6368	NPC476464
Remote Similarity	0.6359	NPC190296
Remote Similarity	0.6354	NPC150259
Remote Similarity	0.635	NPC161108
Remote Similarity	0.6309	NPC77022
Remote Similarity	0.6294	NPC314372
Remote Similarity	0.6293	NPC194640
Remote Similarity	0.6291	NPC163055
Remote Similarity	0.6282	NPC216221
Remote Similarity	0.6269	NPC314102
Remote Similarity	0.6269	NPC251722
Remote Similarity	0.6256	NPC129721
Remote Similarity	0.6256	NPC59269
Remote Similarity	0.625	NPC40070
Remote Similarity	0.6244	NPC478185
Remote Similarity	0.6232	NPC49217
Remote Similarity	0.6231	NPC470111
Remote Similarity	0.6226	NPC176199
Remote Similarity	0.6226	NPC215795
Remote Similarity	0.6219	NPC470233
Remote Similarity	0.6217	NPC110602
Remote Similarity	0.6217	NPC31385
Remote Similarity	0.6217	NPC75726
Remote Similarity	0.6214	NPC478182
Remote Similarity	0.6207	NPC51054
Remote Similarity	0.6205	NPC469308
Remote Similarity	0.62	NPC187951
Remote Similarity	0.6197	NPC24864
Remote Similarity	0.6195	NPC44773
Remote Similarity	0.6195	NPC215584
Remote Similarity	0.6188	NPC259644
Remote Similarity	0.6188	NPC200214
Remote Similarity	0.6188	NPC73952
Remote Similarity	0.6188	NPC469786
Remote Similarity	0.6188	NPC469765
Remote Similarity	0.6188	NPC469760
Remote Similarity	0.6188	NPC25008
Remote Similarity	0.6188	NPC469763
Remote Similarity	0.618	NPC173344
Remote Similarity	0.6176	NPC216643
Remote Similarity	0.6176	NPC316910
Remote Similarity	0.6172	NPC116961
Remote Similarity	0.6172	NPC194411
Remote Similarity	0.6158	NPC80597
Remote Similarity	0.6158	NPC212376
Remote Similarity	0.6158	NPC70922
Remote Similarity	0.6158	NPC75540
Remote Similarity	0.6158	NPC211572
Remote Similarity	0.6154	NPC149014
Remote Similarity	0.6146	NPC293487
Remote Similarity	0.6143	NPC470498
Remote Similarity	0.6124	NPC63751
Remote Similarity	0.6122	NPC73767
Remote Similarity	0.6122	NPC110126
Remote Similarity	0.6117	NPC131718
Remote Similarity	0.6108	NPC325903
Remote Similarity	0.6104	NPC124636
Remote Similarity	0.6103	NPC84911
Remote Similarity	0.6103	NPC68354
Remote Similarity	0.6099	NPC272483
Remote Similarity	0.6098	NPC469762
Remote Similarity	0.6094	NPC256893
Remote Similarity	0.6091	NPC469767
Remote Similarity	0.6091	NPC469761
Remote Similarity	0.6091	NPC469780
Remote Similarity	0.6091	NPC469783
Remote Similarity	0.6091	NPC469768
Remote Similarity	0.6091	NPC469784
Remote Similarity	0.6091	NPC469779
Remote Similarity	0.6089	NPC148592
Remote Similarity	0.6087	NPC282231
Remote Similarity	0.6085	NPC275305
Remote Similarity	0.6085	NPC469938
Remote Similarity	0.6085	NPC37423
Remote Similarity	0.6081	NPC294693
Remote Similarity	0.6079	NPC475774
Remote Similarity	0.6078	NPC193370
Remote Similarity	0.6078	NPC38736
Remote Similarity	0.6077	NPC474561
Remote Similarity	0.6077	NPC478183
Remote Similarity	0.6077	NPC49954
Remote Similarity	0.6073	NPC255909
Remote Similarity	0.6071	NPC169433
Remote Similarity	0.607	NPC179787
Remote Similarity	0.607	NPC201380
Remote Similarity	0.6061	NPC469766
Remote Similarity	0.6061	NPC476454
Remote Similarity	0.6058	NPC311276
Remote Similarity	0.6058	NPC317105
Remote Similarity	0.6058	NPC478184
Remote Similarity	0.6056	NPC288785
Remote Similarity	0.6051	NPC96102
Remote Similarity	0.6051	NPC29886
Remote Similarity	0.6051	NPC261195
Remote Similarity	0.6049	NPC469785
Remote Similarity	0.6049	NPC115049
Remote Similarity	0.6048	NPC201700
Remote Similarity	0.6041	NPC104483
Remote Similarity	0.604	NPC321911
Remote Similarity	0.604	NPC124005
Remote Similarity	0.604	NPC37548
Remote Similarity	0.6039	NPC279918
Remote Similarity	0.6028	NPC293472
Remote Similarity	0.6028	NPC64436
Remote Similarity	0.602	NPC105127
Remote Similarity	0.602	NPC129042
Remote Similarity	0.602	NPC63545
Remote Similarity	0.6019	NPC32534
Remote Similarity	0.6009	NPC15102
Remote Similarity	0.6	NPC56233
Remote Similarity	0.6	NPC321708
Remote Similarity	0.6	NPC474916
Remote Similarity	0.6	NPC131887
Remote Similarity	0.6	NPC242556
Remote Similarity	0.6	NPC160105
Remote Similarity	0.599	NPC206819
Remote Similarity	0.599	NPC56765
Remote Similarity	0.599	NPC318065
Remote Similarity	0.599	NPC469811
Remote Similarity	0.5981	NPC280852
Remote Similarity	0.5981	NPC40779
Remote Similarity	0.5981	NPC102423
Remote Similarity	0.5974	NPC66699
Remote Similarity	0.5951	NPC104712
Remote Similarity	0.5945	NPC192270
Remote Similarity	0.5943	NPC315062
Remote Similarity	0.5942	NPC286427
Remote Similarity	0.5942	NPC236711
Remote Similarity	0.5942	NPC469897
Remote Similarity	0.5939	NPC471312
Remote Similarity	0.5936	NPC280290
Remote Similarity	0.593	NPC279081
Remote Similarity	0.5926	NPC213468
Remote Similarity	0.5926	NPC46358
Remote Similarity	0.5926	NPC248462
Remote Similarity	0.5926	NPC12649
Remote Similarity	0.5924	NPC54988
Remote Similarity	0.5923	NPC147810
Remote Similarity	0.5922	NPC470507
Remote Similarity	0.5919	NPC324149
Remote Similarity	0.5917	NPC48938
Remote Similarity	0.5913	NPC41257
Remote Similarity	0.5909	NPC94752
Remote Similarity	0.5909	NPC153467
Remote Similarity	0.5905	NPC472587
Remote Similarity	0.5905	NPC90723
Remote Similarity	0.5894	NPC184476
Remote Similarity	0.589	NPC165495
Remote Similarity	0.5888	NPC313791
Remote Similarity	0.5888	NPC477611
Remote Similarity	0.5888	NPC314603
Remote Similarity	0.5885	NPC227582
Remote Similarity	0.5885	NPC192712
Remote Similarity	0.588	NPC284775
Remote Similarity	0.588	NPC157583
Remote Similarity	0.588	NPC151939
Remote Similarity	0.5871	NPC20144
Remote Similarity	0.5871	NPC477977
Remote Similarity	0.587	NPC316411
Remote Similarity	0.5867	NPC133366
Remote Similarity	0.5864	NPC308931
Remote Similarity	0.5864	NPC99939
Remote Similarity	0.5864	NPC49051
Remote Similarity	0.5862	NPC143872
Remote Similarity	0.5862	NPC175916
Remote Similarity	0.5859	NPC212213
Remote Similarity	0.5857	NPC225018
Remote Similarity	0.5856	NPC103119
Remote Similarity	0.5853	NPC11126
Remote Similarity	0.585	NPC230002
Remote Similarity	0.5849	NPC114637
Remote Similarity	0.5848	NPC99666
Remote Similarity	0.5846	NPC82295
Remote Similarity	0.5846	NPC475450
Remote Similarity	0.5845	NPC207726
Remote Similarity	0.5841	NPC158129

Drug Structure

NPD5397 OpenBabel08211708292D 36 39 0 0 0 0 0 0 0 0999 V2000 6.0514 2.9612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7157 3.5623 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 0.7376 3.3544 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 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3775 5.0486 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 -1.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6665 4.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0029 4.7213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0733 3.1691 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 2.0247 4.5134 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0684 4.0976 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 4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3556 5.2565 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 0.8660 1.5000 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 3.4641 3.0000 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 -0.9097 3.8896 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1.6646 6.2076 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -3.3479 1.0878 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -3.3479 -1.0878 0.0000 Cl 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 0.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.6720 3.9781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 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 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5878 -0.8090 0.0000 S 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 1.7321 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 2 4 2 0 0 0 0 2 14 1 0 0 0 0 3 5 2 0 0 0 0 3 13 1 0 0 0 0 4 15 1 0 0 0 0 5 20 1 0 0 0 0 6 13 2 0 0 0 0 6 16 1 0 0 0 0 7 15 2 0 0 0 0 7 18 1 0 0 0 0 8 16 2 0 0 0 0 8 17 1 0 0 0 0 9 19 1 0 0 0 0 9 21 2 0 0 0 0 10 12 2 0 0 0 0 10 30 1 0 0 0 0 11 14 1 0 0 0 0 11 30 1 0 0 0 0 12 17 1 0 0 0 0 13 22 1 0 0 0 0 14 18 2 0 0 0 0 15 24 1 0 0 0 0 16 28 1 0 0 0 0 17 22 2 0 0 0 0 18 25 1 0 0 0 0 19 23 2 0 0 0 0 19 26 1 0 0 0 0 20 29 2 3 0 0 0 20 31 1 0 0 0 0 21 34 1 0 0 0 0 21 35 1 0 0 0 0 22 30 1 0 0 0 0 23 27 1 0 0 0 0 23 34 1 0 0 0 0 29 35 1 0 0 0 0 31 36 1 0 0 0 0 32 35 2 0 0 0 0 33 35 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000105
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	11296282
ChEBI
CAS Number

Drug Properties

Molecular Weight	589.93
ALogP	3.7118
MLogP	2.67
XLogP	6.193
HDA	5
HBD	1
Rotatable Bonds	13
TPSA	108.28
RO5 Violation	1