NPASS drugs

Drug Information

Drug ID:	NPD1328
Drug Name:	Fasudil
Molecular Formula:	C14H17N3O2S
Canonical SMILES:	O=S(=O)(c1cccc2c1ccnc2)N1CCNCCC1
Standard InCHI:	InChI=1S/C14H17N3O2S/c18-20(19,17-9-2-6-15-8-10-17)14-4-1-3-12-11-16-7-5-13(12)14/h1,3-5,7,11,15H,2,6,8-10H2
Standard InCHIKey:	NGOGFTYYXHNFQH-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD1328

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	733
0.1-0.2	9945
0.2-0.3	13339
0.3-0.4	3720
0.4-0.5	1597
0.5-0.6	1145
0.6-0.7	356
0.7-0.8	54
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	0.9329	NPC469897
Intermediate Similarity	0.7762	NPC143603
Intermediate Similarity	0.7733	NPC282398
Intermediate Similarity	0.7639	NPC91958
Intermediate Similarity	0.7635	NPC245244
Intermediate Similarity	0.7635	NPC146373
Intermediate Similarity	0.7635	NPC166424
Intermediate Similarity	0.7568	NPC27740
Intermediate Similarity	0.7566	NPC101165
Intermediate Similarity	0.7368	NPC89490
Intermediate Similarity	0.732	NPC475090
Intermediate Similarity	0.732	NPC475105
Intermediate Similarity	0.732	NPC329896
Intermediate Similarity	0.7239	NPC469811
Intermediate Similarity	0.7226	NPC471322
Intermediate Similarity	0.7219	NPC476322
Intermediate Similarity	0.7215	NPC105127
Intermediate Similarity	0.7211	NPC297486
Intermediate Similarity	0.7211	NPC471402
Intermediate Similarity	0.7211	NPC240136
Intermediate Similarity	0.7195	NPC321911
Intermediate Similarity	0.7178	NPC63545
Intermediate Similarity	0.7152	NPC96102
Intermediate Similarity	0.7152	NPC290094
Intermediate Similarity	0.7152	NPC46358
Intermediate Similarity	0.7134	NPC179787
Intermediate Similarity	0.7134	NPC201380
Intermediate Similarity	0.7133	NPC182570
Intermediate Similarity	0.7133	NPC48564
Intermediate Similarity	0.7133	NPC265605
Intermediate Similarity	0.7125	NPC110126
Intermediate Similarity	0.7125	NPC73767
Intermediate Similarity	0.7107	NPC84911
Intermediate Similarity	0.7099	NPC477977
Intermediate Similarity	0.7083	NPC27802
Intermediate Similarity	0.7081	NPC469768
Intermediate Similarity	0.7081	NPC469780
Intermediate Similarity	0.7081	NPC469784
Intermediate Similarity	0.7081	NPC469761
Intermediate Similarity	0.7081	NPC469767
Intermediate Similarity	0.7081	NPC469783
Intermediate Similarity	0.7081	NPC469779
Intermediate Similarity	0.7066	NPC325903
Intermediate Similarity	0.7044	NPC261195
Intermediate Similarity	0.7044	NPC29886
Intermediate Similarity	0.7037	NPC469766
Intermediate Similarity	0.703	NPC471957
Intermediate Similarity	0.7013	NPC202957
Intermediate Similarity	0.7013	NPC169625
Intermediate Similarity	0.7012	NPC314372
Intermediate Similarity	0.7006	NPC216713
Intermediate Similarity	0.7006	NPC82295
Intermediate Similarity	0.7	NPC251722
Intermediate Similarity	0.7	NPC56765
Intermediate Similarity	0.7	NPC314102
Remote Similarity	0.6994	NPC190296
Remote Similarity	0.6987	NPC476131
Remote Similarity	0.6975	NPC279081
Remote Similarity	0.6974	NPC329825
Remote Similarity	0.6968	NPC471313
Remote Similarity	0.6968	NPC471311
Remote Similarity	0.6964	NPC200214
Remote Similarity	0.6959	NPC470204
Remote Similarity	0.6957	NPC169433
Remote Similarity	0.6946	NPC40070
Remote Similarity	0.6943	NPC69914
Remote Similarity	0.6941	NPC236711
Remote Similarity	0.6937	NPC325252
Remote Similarity	0.6933	NPC63157
Remote Similarity	0.6933	NPC473868
Remote Similarity	0.6928	NPC470111
Remote Similarity	0.6923	NPC476297
Remote Similarity	0.6919	NPC470203
Remote Similarity	0.6909	NPC159856
Remote Similarity	0.6909	NPC86288
Remote Similarity	0.6905	NPC470233
Remote Similarity	0.6905	NPC470823
Remote Similarity	0.6903	NPC135488
Remote Similarity	0.6899	NPC256893
Remote Similarity	0.6882	NPC476464
Remote Similarity	0.6879	NPC317105
Remote Similarity	0.6879	NPC90723
Remote Similarity	0.6875	NPC198988
Remote Similarity	0.6875	NPC76540
Remote Similarity	0.6871	NPC230002
Remote Similarity	0.6867	NPC143872
Remote Similarity	0.6867	NPC288838
Remote Similarity	0.686	NPC122141
Remote Similarity	0.6845	NPC24678
Remote Similarity	0.6845	NPC53947
Remote Similarity	0.6845	NPC105818
Remote Similarity	0.6842	NPC286427
Remote Similarity	0.6829	NPC476454
Remote Similarity	0.6821	NPC225018
Remote Similarity	0.681	NPC315348
Remote Similarity	0.681	NPC88097
Remote Similarity	0.681	NPC316811
Remote Similarity	0.681	NPC32002
Remote Similarity	0.6802	NPC318065
Remote Similarity	0.6802	NPC206819
Remote Similarity	0.6802	NPC41257
Remote Similarity	0.6792	NPC324611
Remote Similarity	0.6768	NPC115611
Remote Similarity	0.6765	NPC469765
Remote Similarity	0.6765	NPC469763
Remote Similarity	0.6765	NPC259644
Remote Similarity	0.6765	NPC25008
Remote Similarity	0.6765	NPC73952
Remote Similarity	0.6765	NPC469760
Remote Similarity	0.6765	NPC138842
Remote Similarity	0.6765	NPC469786
Remote Similarity	0.6763	NPC44773
Remote Similarity	0.6763	NPC215584
Remote Similarity	0.6757	NPC235843
Remote Similarity	0.6744	NPC469762
Remote Similarity	0.6728	NPC218268
Remote Similarity	0.6726	NPC21605
Remote Similarity	0.6725	NPC212376
Remote Similarity	0.6725	NPC70922
Remote Similarity	0.6725	NPC75540
Remote Similarity	0.6725	NPC211572
Remote Similarity	0.6725	NPC80597
Remote Similarity	0.6711	NPC473901
Remote Similarity	0.6707	NPC204141
Remote Similarity	0.6707	NPC285731
Remote Similarity	0.6705	NPC135141
Remote Similarity	0.6705	NPC92796
Remote Similarity	0.6705	NPC474791
Remote Similarity	0.6688	NPC476140
Remote Similarity	0.6687	NPC150259
Remote Similarity	0.6686	NPC478184
Remote Similarity	0.6686	NPC469785
Remote Similarity	0.6685	NPC201634
Remote Similarity	0.6685	NPC82331
Remote Similarity	0.6667	NPC59084
Remote Similarity	0.6667	NPC279918
Remote Similarity	0.6667	NPC474958
Remote Similarity	0.6648	NPC274229
Remote Similarity	0.6647	NPC216643
Remote Similarity	0.663	NPC248454
Remote Similarity	0.6629	NPC282231
Remote Similarity	0.6629	NPC194411
Remote Similarity	0.6628	NPC476219
Remote Similarity	0.6627	NPC477974
Remote Similarity	0.661	NPC49954
Remote Similarity	0.661	NPC474561
Remote Similarity	0.6607	NPC470440
Remote Similarity	0.6591	NPC311276
Remote Similarity	0.6585	NPC471312
Remote Similarity	0.6585	NPC65408
Remote Similarity	0.6573	NPC63751
Remote Similarity	0.6573	NPC83987
Remote Similarity	0.657	NPC141926
Remote Similarity	0.6566	NPC2949
Remote Similarity	0.6558	NPC11863
Remote Similarity	0.6557	NPC164228
Remote Similarity	0.6552	NPC167635
Remote Similarity	0.6552	NPC193740
Remote Similarity	0.6552	NPC316910
Remote Similarity	0.6538	NPC56856
Remote Similarity	0.6538	NPC68354
Remote Similarity	0.6536	NPC91895
Remote Similarity	0.6536	NPC97343
Remote Similarity	0.6536	NPC81561
Remote Similarity	0.6532	NPC34844
Remote Similarity	0.6529	NPC105811
Remote Similarity	0.6522	NPC22079
Remote Similarity	0.6519	NPC275305
Remote Similarity	0.6519	NPC37423
Remote Similarity	0.6517	NPC54988
Remote Similarity	0.6517	NPC160105
Remote Similarity	0.6514	NPC293487
Remote Similarity	0.6509	NPC467188
Remote Similarity	0.6503	NPC11126
Remote Similarity	0.6497	NPC40779
Remote Similarity	0.6497	NPC478182
Remote Similarity	0.6494	NPC51054
Remote Similarity	0.6488	NPC20144
Remote Similarity	0.6486	NPC163055
Remote Similarity	0.6485	NPC125746
Remote Similarity	0.6484	NPC280852
Remote Similarity	0.648	NPC201700
Remote Similarity	0.6477	NPC131718
Remote Similarity	0.6471	NPC316069
Remote Similarity	0.6471	NPC148140
Remote Similarity	0.6465	NPC175916
Remote Similarity	0.6462	NPC469308
Remote Similarity	0.6457	NPC129721
Remote Similarity	0.6453	NPC148592
Remote Similarity	0.6453	NPC33421
Remote Similarity	0.6452	NPC108011
Remote Similarity	0.6452	NPC467063
Remote Similarity	0.6444	NPC116961
Remote Similarity	0.6438	NPC328590
Remote Similarity	0.6438	NPC306397
Remote Similarity	0.6432	NPC307191
Remote Similarity	0.6432	NPC66699
Remote Similarity	0.6429	NPC471579
Remote Similarity	0.6425	NPC272483
Remote Similarity	0.642	NPC80681

Drug Structure

NPD1328 OpenBabel08211700192D 21 23 0 0 0 0 0 0 0 0999 V2000 -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 1.7321 1.0000 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 2.5981 1.5000 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 -1.4339 -0.9010 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 1.7321 3.0000 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 0.8660 1.5000 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 -3.1906 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 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 -4.0916 0.9339 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 1 4 1 0 0 0 0 2 6 1 0 0 0 0 2 9 1 0 0 0 0 3 12 1 0 0 0 0 4 14 2 0 0 0 0 5 7 1 0 0 0 0 5 13 2 0 0 0 0 6 15 1 0 0 0 0 7 16 2 0 0 0 0 8 10 1 0 0 0 0 8 15 1 0 0 0 0 9 17 1 0 0 0 0 10 17 1 0 0 0 0 11 12 2 0 0 0 0 11 16 1 0 0 0 0 12 13 1 0 0 0 0 13 14 1 0 0 0 0 14 20 1 0 0 0 0 15 21 1 0 0 0 0 17 20 1 0 0 0 0 18 20 2 0 0 0 0 19 20 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000640
DrugBank	DB08162
ChEMBL	CHEMBL38380
IUPHAR/BPS	5181
PharmaGKB
KEGG Drug
PubChem CID	3547
ChEBI
CAS Number	103745-39-7

Drug Properties

Molecular Weight	291.10
ALogP	-1.5985
MLogP	2.34
XLogP	0.907
HDA	5
HBD	1
Rotatable Bonds	2
TPSA	70.68
RO5 Violation	0