NPASS drugs

Drug Information

Drug ID:	NPD2413
Drug Name:	Verosudil
Molecular Formula:	C17H17N3O2S
Canonical SMILES:	CN(C(c1cscc1)C(=O)Nc1ccc2c(c1)cc[nH]c2=O)C
Standard InCHI:	InChI=1S/C17H17N3O2S/c1-20(2)15(12-6-8-23-10-12)17(22)19-13-3-4-14-11(9-13)5-7-18-16(14)21/h3-10,15H,1-2H3,(H,18,21)(H,19,22)
Standard InCHIKey:	VDYRZXYYQMMFJW-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2413

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	351
0.1-0.2	2695
0.2-0.3	11314
0.3-0.4	12026
0.4-0.5	3130
0.5-0.6	1233
0.6-0.7	137
0.7-0.8	4
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	0.7256	NPC471164
Intermediate Similarity	0.7099	NPC316104
Intermediate Similarity	0.7099	NPC162417
Intermediate Similarity	0.7037	NPC130655
Remote Similarity	0.6981	NPC322433
Remote Similarity	0.6859	NPC226143
Remote Similarity	0.6855	NPC192533
Remote Similarity	0.6667	NPC14849
Remote Similarity	0.6604	NPC279385
Remote Similarity	0.6604	NPC179605
Remote Similarity	0.6592	NPC222029
Remote Similarity	0.6585	NPC209389
Remote Similarity	0.6584	NPC254698
Remote Similarity	0.6562	NPC103292
Remote Similarity	0.6559	NPC328611
Remote Similarity	0.6556	NPC276085
Remote Similarity	0.655	NPC301760
Remote Similarity	0.6545	NPC133003
Remote Similarity	0.6545	NPC472245
Remote Similarity	0.6543	NPC131450
Remote Similarity	0.6543	NPC147298
Remote Similarity	0.6543	NPC182057
Remote Similarity	0.6541	NPC291962
Remote Similarity	0.6541	NPC177684
Remote Similarity	0.6532	NPC470822
Remote Similarity	0.6532	NPC136002
Remote Similarity	0.65	NPC112373
Remote Similarity	0.65	NPC161956
Remote Similarity	0.65	NPC258531
Remote Similarity	0.6494	NPC313850
Remote Similarity	0.6491	NPC130251
Remote Similarity	0.6474	NPC57051
Remote Similarity	0.6474	NPC478040
Remote Similarity	0.646	NPC257490
Remote Similarity	0.6453	NPC470301
Remote Similarity	0.6453	NPC2823
Remote Similarity	0.6448	NPC328270
Remote Similarity	0.6447	NPC294693
Remote Similarity	0.6446	NPC187231
Remote Similarity	0.644	NPC470205
Remote Similarity	0.6407	NPC126458
Remote Similarity	0.6402	NPC472244
Remote Similarity	0.6402	NPC470343
Remote Similarity	0.6386	NPC150863
Remote Similarity	0.6383	NPC248862
Remote Similarity	0.6378	NPC214960
Remote Similarity	0.6378	NPC279527
Remote Similarity	0.6369	NPC117032
Remote Similarity	0.6358	NPC471574
Remote Similarity	0.6348	NPC473329
Remote Similarity	0.6347	NPC314431
Remote Similarity	0.6347	NPC280807
Remote Similarity	0.6337	NPC469560
Remote Similarity	0.6333	NPC295021
Remote Similarity	0.633	NPC161861
Remote Similarity	0.6327	NPC324091
Remote Similarity	0.6322	NPC472241
Remote Similarity	0.6319	NPC104345
Remote Similarity	0.6316	NPC471741
Remote Similarity	0.6313	NPC66936
Remote Similarity	0.6301	NPC207554
Remote Similarity	0.6283	NPC11126
Remote Similarity	0.6257	NPC300299
Remote Similarity	0.625	NPC91179
Remote Similarity	0.6243	NPC83214
Remote Similarity	0.6243	NPC242269
Remote Similarity	0.6237	NPC477003
Remote Similarity	0.6237	NPC228835
Remote Similarity	0.623	NPC123241
Remote Similarity	0.6223	NPC472118
Remote Similarity	0.6222	NPC314223
Remote Similarity	0.622	NPC39818
Remote Similarity	0.6215	NPC472242
Remote Similarity	0.6211	NPC469529
Remote Similarity	0.6207	NPC472243
Remote Similarity	0.6201	NPC109787
Remote Similarity	0.6193	NPC469537
Remote Similarity	0.619	NPC292265
Remote Similarity	0.6183	NPC113056
Remote Similarity	0.6183	NPC138293
Remote Similarity	0.6176	NPC207428
Remote Similarity	0.617	NPC63047
Remote Similarity	0.617	NPC475248
Remote Similarity	0.6165	NPC88115
Remote Similarity	0.6162	NPC268966
Remote Similarity	0.6162	NPC68650
Remote Similarity	0.6159	NPC475915
Remote Similarity	0.6154	NPC194562
Remote Similarity	0.6142	NPC477415
Remote Similarity	0.6142	NPC474259
Remote Similarity	0.6142	NPC23476
Remote Similarity	0.6131	NPC476460
Remote Similarity	0.6129	NPC293458
Remote Similarity	0.6129	NPC469741
Remote Similarity	0.6127	NPC471123
Remote Similarity	0.6121	NPC268534
Remote Similarity	0.6118	NPC11466
Remote Similarity	0.6117	NPC143325
Remote Similarity	0.6114	NPC315051
Remote Similarity	0.6114	NPC242933
Remote Similarity	0.6108	NPC36495
Remote Similarity	0.6108	NPC193410
Remote Similarity	0.6108	NPC79698
Remote Similarity	0.6098	NPC471944
Remote Similarity	0.6096	NPC189116
Remote Similarity	0.609	NPC55529
Remote Similarity	0.6089	NPC102592
Remote Similarity	0.6089	NPC478039
Remote Similarity	0.6089	NPC79356
Remote Similarity	0.6087	NPC84317
Remote Similarity	0.6082	NPC473962
Remote Similarity	0.6078	NPC106118
Remote Similarity	0.6075	NPC309531
Remote Similarity	0.6075	NPC472102
Remote Similarity	0.6075	NPC248117
Remote Similarity	0.6071	NPC21429
Remote Similarity	0.6068	NPC106757
Remote Similarity	0.6061	NPC17059
Remote Similarity	0.6059	NPC473417
Remote Similarity	0.6056	NPC13470
Remote Similarity	0.6054	NPC61013
Remote Similarity	0.6053	NPC471943
Remote Similarity	0.6041	NPC308931
Remote Similarity	0.6041	NPC99939
Remote Similarity	0.6039	NPC317701
Remote Similarity	0.6031	NPC475094
Remote Similarity	0.6022	NPC154478
Remote Similarity	0.6021	NPC318183
Remote Similarity	0.602	NPC472292
Remote Similarity	0.602	NPC470317
Remote Similarity	0.6011	NPC285381
Remote Similarity	0.6011	NPC122106
Remote Similarity	0.601	NPC151635
Remote Similarity	0.601	NPC469359
Remote Similarity	0.601	NPC141612
Remote Similarity	0.601	NPC17273
Remote Similarity	0.601	NPC135601
Remote Similarity	0.601	NPC472293
Remote Similarity	0.6	NPC285192
Remote Similarity	0.6	NPC287358
Remote Similarity	0.6	NPC128582
Remote Similarity	0.599	NPC285622
Remote Similarity	0.5981	NPC225400
Remote Similarity	0.5979	NPC71132
Remote Similarity	0.5978	NPC314186
Remote Similarity	0.5978	NPC281094
Remote Similarity	0.5962	NPC473418
Remote Similarity	0.5957	NPC282339
Remote Similarity	0.5957	NPC99632
Remote Similarity	0.5956	NPC243756
Remote Similarity	0.5956	NPC154602
Remote Similarity	0.5952	NPC472538
Remote Similarity	0.5952	NPC471155
Remote Similarity	0.5952	NPC470786
Remote Similarity	0.595	NPC103119
Remote Similarity	0.5938	NPC355
Remote Similarity	0.5934	NPC300596
Remote Similarity	0.5934	NPC237649
Remote Similarity	0.5931	NPC470787
Remote Similarity	0.5931	NPC472539
Remote Similarity	0.5931	NPC472540
Remote Similarity	0.593	NPC314098
Remote Similarity	0.5926	NPC271797
Remote Similarity	0.5926	NPC21174
Remote Similarity	0.5924	NPC270241
Remote Similarity	0.5922	NPC472296
Remote Similarity	0.5922	NPC472297
Remote Similarity	0.5918	NPC286994
Remote Similarity	0.5916	NPC224970
Remote Similarity	0.5916	NPC167724
Remote Similarity	0.5916	NPC223595
Remote Similarity	0.5911	NPC477414
Remote Similarity	0.5911	NPC225622
Remote Similarity	0.5911	NPC221726
Remote Similarity	0.5909	NPC122553
Remote Similarity	0.5904	NPC27833
Remote Similarity	0.5902	NPC472541
Remote Similarity	0.5902	NPC472542
Remote Similarity	0.5899	NPC468984
Remote Similarity	0.5899	NPC22082
Remote Similarity	0.5899	NPC43477
Remote Similarity	0.5899	NPC186284
Remote Similarity	0.5897	NPC38262
Remote Similarity	0.5896	NPC53044
Remote Similarity	0.5895	NPC115232
Remote Similarity	0.5886	NPC434
Remote Similarity	0.5885	NPC91895
Remote Similarity	0.5882	NPC113946
Remote Similarity	0.5879	NPC220698
Remote Similarity	0.5876	NPC319645
Remote Similarity	0.5876	NPC293216
Remote Similarity	0.5873	NPC286871
Remote Similarity	0.5873	NPC472117
Remote Similarity	0.5873	NPC176983
Remote Similarity	0.5873	NPC194881
Remote Similarity	0.5872	NPC477432
Remote Similarity	0.5872	NPC179224
Remote Similarity	0.5864	NPC475920
Remote Similarity	0.5859	NPC161143
Remote Similarity	0.585	NPC94752

Drug Structure

NPD2413 OpenBabel08211702172D 25 27 0 0 1 0 0 0 0 0999 V2000 5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -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 7.0327 0.0055 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 8.0109 -0.2024 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 7.8417 1.4067 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 6.9282 1.0000 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 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.5109 0.6636 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 20 1 0 0 0 0 3 4 1 0 0 0 0 3 13 2 0 0 0 0 4 14 2 0 0 0 0 5 7 2 0 0 0 0 5 11 1 0 0 0 0 6 8 2 0 0 0 0 6 12 1 0 0 0 0 7 18 1 0 0 0 0 8 23 1 0 0 0 0 9 11 2 0 0 0 0 9 13 1 0 0 0 0 10 12 2 0 0 0 0 10 23 1 0 0 0 0 11 14 1 0 0 0 0 12 15 1 0 0 0 0 13 19 1 0 0 0 0 14 16 1 0 0 0 0 15 17 1 0 0 0 0 15 20 1 0 0 0 0 16 18 1 0 0 0 0 16 21 2 0 0 0 0 17 19 1 0 0 0 0 17 22 2 0 0 0 0 18 24 1 0 0 0 0 19 25 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	327.10
ALogP	-0.6715
MLogP	2.67
XLogP	2.378
HDA	5
HBD	2
Rotatable Bonds	7
TPSA	89.68
RO5 Violation	0