NPASS drugs

Drug Information

Drug ID:	NPD1655
Drug Name:
Molecular Formula:	C15H17ClFNO4S
Canonical SMILES:	CCOC(=O)C1=CCCC[C@H]1S(=O)(=O)Nc1ccc(cc1Cl)F
Standard InCHI:	InChI=1S/C15H17ClFNO4S/c1-2-22-15(19)11-5-3-4-6-14(11)23(20,21)18-13-8-7-10(17)9-12(13)16/h5,7-9,14,18H,2-4,6H2,1H3/t14-/m1/s1
Standard InCHIKey:	LEEIJTHMHDMWLJ-CQSZACIVSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1655

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	111
0.1-0.2	1611
0.2-0.3	5153
0.3-0.4	15894
0.4-0.5	7666
0.5-0.6	445
0.6-0.7	10
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	0.6667	NPC226794
Remote Similarity	0.66	NPC122235
Remote Similarity	0.6433	NPC319645
Remote Similarity	0.634	NPC477432
Remote Similarity	0.6242	NPC173295
Remote Similarity	0.6149	NPC229353
Remote Similarity	0.6135	NPC190945
Remote Similarity	0.6067	NPC130931
Remote Similarity	0.6067	NPC150323
Remote Similarity	0.6	NPC477556
Remote Similarity	0.5965	NPC63370
Remote Similarity	0.5965	NPC36836
Remote Similarity	0.5917	NPC314223
Remote Similarity	0.5875	NPC253476
Remote Similarity	0.5871	NPC205946
Remote Similarity	0.5845	NPC38262
Remote Similarity	0.5833	NPC172170
Remote Similarity	0.5828	NPC181527
Remote Similarity	0.5796	NPC307437
Remote Similarity	0.5796	NPC72473
Remote Similarity	0.5796	NPC58827
Remote Similarity	0.5787	NPC470971
Remote Similarity	0.5767	NPC287358
Remote Similarity	0.5747	NPC123241
Remote Similarity	0.5747	NPC61013
Remote Similarity	0.5742	NPC475692
Remote Similarity	0.5742	NPC474283
Remote Similarity	0.5714	NPC313981
Remote Similarity	0.5714	NPC193410
Remote Similarity	0.5705	NPC475691
Remote Similarity	0.5694	NPC313810
Remote Similarity	0.5689	NPC478040
Remote Similarity	0.5687	NPC314473
Remote Similarity	0.5687	NPC314098
Remote Similarity	0.5682	NPC248117
Remote Similarity	0.5663	NPC43477
Remote Similarity	0.565	NPC293458
Remote Similarity	0.5633	NPC314278
Remote Similarity	0.5603	NPC78701
Remote Similarity	0.5603	NPC35448
Remote Similarity	0.5602	NPC242933

Drug Structure

NPD1655 OpenBabel08211701082D 24 25 0 0 1 0 0 0 0 0999 V2000 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 -0.0000 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 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 -1.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 -2.5981 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 -2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 2 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 -3.0000 0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 -3.4641 0.0000 F 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 2.5981 1.5000 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 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 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 -1.5000 0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 22 1 0 0 0 0 3 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 11 2 0 0 0 0 6 14 1 0 0 0 0 7 8 2 0 0 0 0 7 10 1 0 0 0 0 8 13 1 0 0 0 0 9 10 2 0 0 0 0 9 12 1 0 0 0 0 10 17 1 0 0 0 0 11 14 1 0 0 0 0 11 15 1 0 0 0 0 12 13 2 0 0 0 0 12 16 1 0 0 0 0 13 18 1 0 0 0 0 14 23 1 6 0 0 0 15 19 2 0 0 0 0 15 22 1 0 0 0 0 18 23 1 0 0 0 0 18 24 1 0 0 0 0 20 23 2 0 0 0 0 21 23 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000620
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	11703255
ChEBI
CAS Number

Drug Properties

Molecular Weight	361.06
ALogP	0.4505
MLogP	2.23
XLogP	2.869
HDA	5
HBD	1
Rotatable Bonds	9
TPSA	80.85
RO5 Violation	0