NPASS drugs

Drug Information

Drug ID:	NPD5223
Drug Name:	Fluorometholone
Molecular Formula:	C22H29FO4
Canonical SMILES:	O=C1C=C[C@]2(C(=C1)[C@@H](C)C[C@@H]1[C@]2(F)[C@@H](O)C[C@]2([C@H]1CC[C@]2(O)C(=O)C)C)C
Standard InCHI:	"InChI=1S/C22H29FO4/c1-12-9-17-15-6-8-21(27,13(2)24)20(15,4)11-18(26)22(17,23)19(3)7-5-14(25)10-16(12)19/h5,7,10,12,15,17-18,26-27H,6,8-9,11H2,1-4H3/t12-,15-,17-,18-,19-,20-,21-,22-/m0/s1"
Standard InCHIKey:	FAOZLTXFLGPHNG-KNAQIMQKSA-N
Max Developmental Stage:	Phase 4
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5223

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	83324
0.1-0.2	124263
0.2-0.3	4122
0.3-0.4	24
0.4-0.5	4
0.5-0.6	2
0.6-0.7	0
0.7-0.8	0
0.8-0.85	1
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
Intermediate Similarity	0.8065	NPC2766
Remote Similarity	0.507	NPC331613
Remote Similarity	0.507	NPC599856

Drug Structure

NPD5223 OpenBabel08211706322D 29 32 0 0 1 0 0 0 0 0999 V2000 2.4526 -4.2787 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8960 1.2340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2687 -0.9077 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8170 0.5062 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9021 -1.8850 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8156 -1.4149 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0854 -1.4135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8158 -0.4720 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6351 -2.8294 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0860 -3.3005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6342 0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4523 -3.3010 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0003 0.9425 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9024 -2.8285 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8175 -1.4144 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.2693 -2.8290 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6348 -1.8859 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.4515 -0.4710 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.2690 -1.8855 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8173 -0.4715 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 2.4518 -1.4140 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.1311 -0.4438 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.7009 1.5730 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.7458 -3.3150 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.2680 0.0007 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8164 0.4710 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.2677 0.9436 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7127 0.1795 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 13 1 0 0 0 0 3 19 1 0 0 0 0 4 20 1 0 0 0 0 5 7 2 0 0 0 0 5 14 1 0 0 0 0 6 8 1 0 0 0 0 6 15 1 0 0 0 0 7 19 1 0 0 0 0 8 21 1 0 0 0 0 9 12 1 0 0 0 0 9 17 1 0 0 0 0 10 14 1 0 0 0 0 10 16 2 0 0 0 0 11 18 1 0 0 0 0 11 20 1 0 0 0 0 12 1 1 1 0 0 0 12 16 1 0 0 0 0 13 24 2 0 0 0 0 14 25 2 0 0 0 0 15 17 1 0 0 0 0 15 20 1 6 0 0 0 16 19 1 0 0 0 0 17 22 1 1 0 0 0 18 22 1 6 0 0 0 18 26 1 0 0 0 0 19 22 1 1 0 0 0 20 21 1 1 0 0 0 21 13 1 6 0 0 0 21 27 1 0 0 0 0 22 23 1 1 0 0 0 26 28 1 0 0 0 0 27 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001047
DrugBank	DB00324
ChEMBL	CHEMBL1200600
IUPHAR/BPS	7079
PharmaGKB	PA164781355
KEGG Drug	D01367
PubChem CID	9878
ChEBI	31625
CAS Number	426-13-1

Drug Properties

Molecular Weight	376.2
ALogP	-0.0788
MLogP	3.33
XLogP	1.953
HDA	4
HBD	2
Rotatable Bonds	8
TPSA	74.6
RO5 Violation	0