NPASS drugs

Drug Information

Drug ID:	NPD5168
Drug Name:	Clocortolone
Molecular Formula:	C22H28ClFO4
Canonical SMILES:	OCC(=O)[C@H]1[C@H](C)C[C@@H]2[C@]1(C)C[C@H](O)[C@]1([C@H]2C[C@@H](C2=CC(=O)C=C[C@]12C)F)Cl
Standard InCHI:	"InChI=1S/C22H28ClFO4/c1-11-6-13-14-8-16(24)15-7-12(26)4-5-21(15,3)22(14,23)18(28)9-20(13,2)19(11)17(27)10-25/h4-5,7,11,13-14,16,18-19,25,28H,6,8-10H2,1-3H3/t11-,13+,14+,16+,18+,19-,20+,21+,22+/m1/s1"
Standard InCHIKey:	YMTMADLUXIRMGX-RFPWEZLHSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; DrugBank

Structural Similarity Between NPASS Natural Products and NPD5168

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	81069
0.1-0.2	128716
0.2-0.3	1948
0.3-0.4	3
0.4-0.5	3
0.5-0.6	1
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	0.5867	NPC313528

Drug Structure

NPD5168 OpenBabel08211706322D 30 33 0 0 1 0 0 0 0 0999 V2000 4.1164 1.4322 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6351 1.9217 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8175 0.5063 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4515 -0.4720 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6345 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2691 -0.0001 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6346 -1.8880 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8175 -1.4160 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8176 1.4154 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5558 2.6498 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2691 0.9434 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.4515 -1.4159 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6351 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8175 -0.4720 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8176 -1.4160 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.8880 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.4527 2.3584 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.9434 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.4527 1.4154 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.6351 0.9434 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8176 -0.4720 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 -1.6811 0.9706 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.0001 -2.8663 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 1.3598 3.5723 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2988 -1.9049 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.1535 2.9894 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8170 1.4151 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0606 4.2032 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.3453 2.2322 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3 21 1 0 0 0 0 4 5 2 0 0 0 0 4 12 1 0 0 0 0 5 21 1 0 0 0 0 6 11 1 0 0 0 0 6 13 1 0 0 0 0 7 12 1 0 0 0 0 7 15 2 0 0 0 0 8 14 1 0 0 0 0 8 16 1 0 0 0 0 9 18 1 0 0 0 0 9 20 1 0 0 0 0 10 17 1 0 0 0 0 10 25 1 0 0 0 0 11 1 1 6 0 0 0 11 19 1 0 0 0 0 12 26 2 0 0 0 0 13 14 1 0 0 0 0 13 20 1 1 0 0 0 14 22 1 6 0 0 0 15 16 1 0 0 0 0 15 21 1 0 0 0 0 16 24 1 6 0 0 0 17 19 1 0 0 0 0 17 27 2 0 0 0 0 18 22 1 1 0 0 0 18 28 1 0 0 0 0 19 20 1 1 0 0 0 20 2 1 1 0 0 0 21 22 1 6 0 0 0 22 23 1 6 0 0 0 25 29 1 0 0 0 0 28 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001190
DrugBank	DB00838
ChEMBL
IUPHAR/BPS
PharmaGKB	PA164744013
KEGG Drug	D07719
PubChem CID	5311052
ChEBI	59582
CAS Number	4828-27-7

Drug Properties

Molecular Weight	410.17
ALogP	0.288
MLogP	3.22
XLogP	2.355
HDA	4
HBD	2
Rotatable Bonds	9
TPSA	74.6
RO5 Violation	0