NPASS drugs

Drug Information

Drug ID:	NPD5091
Drug Name:	Clobetasone
Molecular Formula:	C22H26ClFO4
Canonical SMILES:	ClCC(=O)[C@@]1(O)[C@@H](C)C[C@@H]2[C@]1(C)CC(=O)[C@]1([C@H]2CCC2=CC(=O)C=C[C@]12C)F
Standard InCHI:	"InChI=1S/C22H26ClFO4/c1-12-8-16-15-5-4-13-9-14(25)6-7-19(13,2)21(15,24)17(26)10-20(16,3)22(12,28)18(27)11-23/h6-7,9,12,15-16,28H,4-5,8,10-11H2,1-3H3/t12-,15-,16-,19-,20-,21-,22-/m0/s1"
Standard InCHIKey:	XXIFVOHLGBURIG-OZCCCYNHSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5091

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	92823
0.1-0.2	116313
0.2-0.3	2521
0.3-0.4	79
0.4-0.5	2
0.5-0.6	2
0.6-0.7	0
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: Tc>=0.85; Intermediate Similarity: 0.7 <= Tc < 0.85; Remote Similarity: 0.5 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Remote Similarity	0.597	NPC331613
Remote Similarity	0.597	NPC599856

Drug Structure

NPD5091 OpenBabel08211706322D 29 32 0 0 1 0 0 0 0 0999 V2000 1.5397 -0.7845 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4416 -0.7845 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3166 0.5862 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6018 -3.2087 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7620 -2.7239 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1211 -1.7542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2814 -1.2693 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.5690 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2814 -3.2087 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7620 0.1852 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5190 1.5974 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5700 -0.7845 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.4416 -2.7239 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1211 -2.7239 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7620 -1.7542 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.9222 -1.2693 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.6018 -0.2997 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2016 0.9485 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4416 -1.7542 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.9222 -0.2997 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.6018 -1.2693 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.3174 2.5459 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -4.2814 -0.2997 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -5.9609 -3.2087 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4416 0.1852 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.1238 1.2482 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7206 0.6489 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6429 0.3492 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 2 19 1 0 0 0 0 3 20 1 0 0 0 0 4 5 1 0 0 0 0 4 13 1 0 0 0 0 5 15 1 0 0 0 0 6 7 2 0 0 0 0 6 14 1 0 0 0 0 7 19 1 0 0 0 0 8 12 1 0 0 0 0 8 16 1 0 0 0 0 9 13 2 0 0 0 0 9 14 1 0 0 0 0 10 17 1 0 0 0 0 10 20 1 0 0 0 0 11 18 1 0 0 0 0 11 23 1 0 0 0 0 12 22 1 1 0 0 0 13 19 1 0 0 0 0 14 25 2 0 0 0 0 15 16 1 0 0 0 0 15 21 1 6 0 0 0 16 20 1 1 0 0 0 17 21 1 0 0 0 0 17 26 2 0 0 0 0 18 27 2 0 0 0 0 19 21 1 6 0 0 0 20 22 1 6 0 0 0 21 24 1 6 0 0 0 22 18 1 1 0 0 0 22 28 1 0 0 0 0 28 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB13158
ChEMBL
IUPHAR/BPS	9088
PharmaGKB
KEGG Drug	D07717
PubChem CID	0
ChEBI
CAS Number	54063-32-0

Drug Properties

Molecular Weight	408.15
ALogP	0.4799
MLogP	3.22
XLogP	1.376
HDA	4
HBD	1
Rotatable Bonds	8
TPSA	71.44
RO5 Violation	0