NPASS drugs

Drug Information

Drug ID:	NPD1679
Drug Name:	Ripasudil
Molecular Formula:	C15H18FN3O2S
Canonical SMILES:	C[C@H]1CNCCCN1S(=O)(=O)c1cccc2c1c(F)cnc2
Standard InCHI:	InChI=1S/C15H18FN3O2S/c1-11-8-17-6-3-7-19(11)22(20,21)14-5-2-4-12-9-18-10-13(16)15(12)14/h2,4-5,9-11,17H,3,6-8H2,1H3/t11-/m0/s1
Standard InCHIKey:	QSKQVZWVLOIIEV-NSHDSACASA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD1679

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	599
0.1-0.2	9620
0.2-0.3	13701
0.3-0.4	3733
0.4-0.5	1868
0.5-0.6	1059
0.6-0.7	300
0.7-0.8	9
0.8-0.85	0
0.85-0.9	0
0.9-0.95	1
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
High Similarity	0.9145	NPC469897
Intermediate Similarity	0.7368	NPC166424
Intermediate Similarity	0.7368	NPC245244
Intermediate Similarity	0.7368	NPC146373
Intermediate Similarity	0.7355	NPC282398
Intermediate Similarity	0.7303	NPC27740
Intermediate Similarity	0.7248	NPC143603
Intermediate Similarity	0.7133	NPC91958
Intermediate Similarity	0.7089	NPC101165
Intermediate Similarity	0.7006	NPC89490
Remote Similarity	0.6993	NPC182570
Remote Similarity	0.6993	NPC48564
Remote Similarity	0.6993	NPC265605
Remote Similarity	0.6982	NPC470233
Remote Similarity	0.6964	NPC321911
Remote Similarity	0.6962	NPC329896
Remote Similarity	0.6962	NPC475105
Remote Similarity	0.6962	NPC475090
Remote Similarity	0.6905	NPC201380
Remote Similarity	0.6905	NPC469811
Remote Similarity	0.6905	NPC179787
Remote Similarity	0.689	NPC110126
Remote Similarity	0.689	NPC73767
Remote Similarity	0.6879	NPC56765
Remote Similarity	0.6875	NPC471322
Remote Similarity	0.6871	NPC105127
Remote Similarity	0.6871	NPC84911
Remote Similarity	0.6848	NPC469761
Remote Similarity	0.6848	NPC469779
Remote Similarity	0.6848	NPC469780
Remote Similarity	0.6848	NPC469783
Remote Similarity	0.6848	NPC469768
Remote Similarity	0.6848	NPC469767
Remote Similarity	0.6848	NPC469784
Remote Similarity	0.6845	NPC63545
Remote Similarity	0.6839	NPC329825
Remote Similarity	0.6824	NPC40070
Remote Similarity	0.681	NPC325252
Remote Similarity	0.681	NPC96102
Remote Similarity	0.681	NPC29886
Remote Similarity	0.681	NPC261195
Remote Similarity	0.6807	NPC63157
Remote Similarity	0.6807	NPC473868
Remote Similarity	0.6807	NPC469766
Remote Similarity	0.6805	NPC471957
Remote Similarity	0.6795	NPC46358
Remote Similarity	0.6795	NPC290094
Remote Similarity	0.6786	NPC314372
Remote Similarity	0.6768	NPC314102
Remote Similarity	0.6768	NPC251722
Remote Similarity	0.6766	NPC190296
Remote Similarity	0.6766	NPC477977
Remote Similarity	0.6763	NPC476464
Remote Similarity	0.6752	NPC476322
Remote Similarity	0.6744	NPC200214
Remote Similarity	0.6744	NPC325903
Remote Similarity	0.6732	NPC240136
Remote Similarity	0.6732	NPC297486
Remote Similarity	0.6732	NPC471402
Remote Similarity	0.6724	NPC236711
Remote Similarity	0.6711	NPC27802
Remote Similarity	0.6706	NPC470111
Remote Similarity	0.6705	NPC476297
Remote Similarity	0.6686	NPC318065
Remote Similarity	0.6686	NPC206819
Remote Similarity	0.6686	NPC216713
Remote Similarity	0.6686	NPC470823
Remote Similarity	0.6686	NPC41257
Remote Similarity	0.6667	NPC82295
Remote Similarity	0.6667	NPC169625
Remote Similarity	0.6667	NPC90723
Remote Similarity	0.6667	NPC202957
Remote Similarity	0.6648	NPC470204
Remote Similarity	0.6647	NPC279081
Remote Similarity	0.6646	NPC198988
Remote Similarity	0.6629	NPC286427
Remote Similarity	0.6629	NPC167635
Remote Similarity	0.6629	NPC193740
Remote Similarity	0.6628	NPC105818
Remote Similarity	0.6628	NPC53947
Remote Similarity	0.6628	NPC24678
Remote Similarity	0.6627	NPC169433
Remote Similarity	0.6625	NPC471311
Remote Similarity	0.6625	NPC471313
Remote Similarity	0.661	NPC470203
Remote Similarity	0.6608	NPC21605
Remote Similarity	0.6607	NPC476454
Remote Similarity	0.6588	NPC159856
Remote Similarity	0.6588	NPC86288
Remote Similarity	0.6587	NPC315348
Remote Similarity	0.6587	NPC88097
Remote Similarity	0.6587	NPC32002
Remote Similarity	0.6587	NPC316811
Remote Similarity	0.6573	NPC317105
Remote Similarity	0.6564	NPC256893
Remote Similarity	0.6564	NPC324611
Remote Similarity	0.6557	NPC474958
Remote Similarity	0.6554	NPC44773
Remote Similarity	0.6554	NPC215584
Remote Similarity	0.6554	NPC122141
Remote Similarity	0.6552	NPC259644
Remote Similarity	0.6552	NPC25008
Remote Similarity	0.6552	NPC469760
Remote Similarity	0.6552	NPC469786
Remote Similarity	0.6552	NPC469763
Remote Similarity	0.6552	NPC469765
Remote Similarity	0.6552	NPC73952
Remote Similarity	0.655	NPC288838
Remote Similarity	0.655	NPC143872
Remote Similarity	0.6548	NPC230002
Remote Similarity	0.6548	NPC115611
Remote Similarity	0.6543	NPC476131
Remote Similarity	0.6534	NPC316910
Remote Similarity	0.6531	NPC469308
Remote Similarity	0.6519	NPC194411
Remote Similarity	0.6517	NPC225018
Remote Similarity	0.6517	NPC282231
Remote Similarity	0.6514	NPC75540
Remote Similarity	0.6514	NPC211572
Remote Similarity	0.6514	NPC70922
Remote Similarity	0.6514	NPC80597
Remote Similarity	0.6514	NPC212376
Remote Similarity	0.651	NPC76540
Remote Similarity	0.6506	NPC218268
Remote Similarity	0.6503	NPC69914
Remote Similarity	0.65	NPC49954
Remote Similarity	0.65	NPC474561
Remote Similarity	0.6497	NPC474791
Remote Similarity	0.6491	NPC204141
Remote Similarity	0.6491	NPC285731
Remote Similarity	0.6484	NPC201634
Remote Similarity	0.6484	NPC82331
Remote Similarity	0.648	NPC194640
Remote Similarity	0.6467	NPC150259
Remote Similarity	0.6467	NPC65408
Remote Similarity	0.6461	NPC279918
Remote Similarity	0.646	NPC476140
Remote Similarity	0.646	NPC135488
Remote Similarity	0.6457	NPC138842
Remote Similarity	0.645	NPC59084
Remote Similarity	0.6441	NPC469762
Remote Similarity	0.6432	NPC68354
Remote Similarity	0.6432	NPC248454
Remote Similarity	0.642	NPC476219
Remote Similarity	0.6413	NPC275305
Remote Similarity	0.6413	NPC37423
Remote Similarity	0.6409	NPC160105
Remote Similarity	0.6404	NPC92796
Remote Similarity	0.6404	NPC135141
Remote Similarity	0.6398	NPC11126
Remote Similarity	0.6395	NPC470440
Remote Similarity	0.6389	NPC478184
Remote Similarity	0.6389	NPC311276
Remote Similarity	0.6384	NPC51054
Remote Similarity	0.6384	NPC469785
Remote Similarity	0.6378	NPC280852
Remote Similarity	0.6374	NPC20144
Remote Similarity	0.6374	NPC63751
Remote Similarity	0.6364	NPC141926
Remote Similarity	0.6364	NPC473901
Remote Similarity	0.6354	NPC274229
Remote Similarity	0.6353	NPC2949
Remote Similarity	0.6348	NPC216643
Remote Similarity	0.6343	NPC33421
Remote Similarity	0.6339	NPC91895
Remote Similarity	0.6333	NPC478185
Remote Similarity	0.6328	NPC34844
Remote Similarity	0.6322	NPC477974
Remote Similarity	0.6322	NPC105811
Remote Similarity	0.6319	NPC54988
Remote Similarity	0.631	NPC215795
Remote Similarity	0.631	NPC176199
Remote Similarity	0.6306	NPC81561
Remote Similarity	0.6303	NPC22079
Remote Similarity	0.6301	NPC467188
Remote Similarity	0.6299	NPC235843
Remote Similarity	0.6298	NPC478182
Remote Similarity	0.6298	NPC40779
Remote Similarity	0.6298	NPC469813
Remote Similarity	0.6298	NPC78375
Remote Similarity	0.6298	NPC476446
Remote Similarity	0.6296	NPC163055
Remote Similarity	0.6284	NPC201700
Remote Similarity	0.6277	NPC164228
Remote Similarity	0.6272	NPC471312
Remote Similarity	0.627	NPC314603
Remote Similarity	0.6263	NPC228835
Remote Similarity	0.6257	NPC129721
Remote Similarity	0.6256	NPC66699
Remote Similarity	0.625	NPC97343
Remote Similarity	0.625	NPC148592
Remote Similarity	0.625	NPC116961
Remote Similarity	0.6244	NPC272483
Remote Similarity	0.6242	NPC148140
Remote Similarity	0.6226	NPC11863
Remote Similarity	0.6222	NPC474880
Remote Similarity	0.6222	NPC221786
Remote Similarity	0.6222	NPC477591
Remote Similarity	0.6222	NPC80681
Remote Similarity	0.6222	NPC293487

Drug Structure

NPD1679 OpenBabel08211701082D 23 25 0 0 1 0 0 0 0 0999 V2000 -0.8104 -1.6828 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 -2.4088 1.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 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 -3.1906 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4339 0.9010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4088 -1.1235 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 -1.4339 -0.9010 0.0000 C 0 0 1 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 0.0000 1.0000 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 1.7321 0.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -3.1906 -0.5000 0.0000 N 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 -1.0000 0.0000 0.0000 N 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 0.0000 0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -4.0916 -0.9339 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 4 2 0 0 0 0 2 5 1 0 0 0 0 3 6 1 0 0 0 0 3 7 1 0 0 0 0 4 12 1 0 0 0 0 5 14 2 0 0 0 0 6 17 1 0 0 0 0 7 19 1 0 0 0 0 8 11 1 0 0 0 0 8 17 1 0 0 0 0 9 12 1 0 0 0 0 9 18 2 0 0 0 0 10 13 2 0 0 0 0 10 18 1 0 0 0 0 11 1 1 1 0 0 0 11 19 1 0 0 0 0 12 15 2 0 0 0 0 13 15 1 0 0 0 0 13 16 1 0 0 0 0 14 15 1 0 0 0 0 14 22 1 0 0 0 0 17 23 1 0 0 0 0 19 22 1 0 0 0 0 20 22 2 0 0 0 0 21 22 2 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB13165
ChEMBL	CHEMBL3426621
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI	136046
CAS Number	223645-67-8

Drug Properties

Molecular Weight	323.11
ALogP	-1.1295
MLogP	2.34
XLogP	1.326
HDA	5
HBD	1
Rotatable Bonds	4
TPSA	70.68
RO5 Violation	0