NPASS drugs

Drug Information

Drug ID:	NPD5169
Drug Name:
Molecular Formula:	C22H28ClFO4
Canonical SMILES:	ClCC(=O)[C@@]1(O)[C@@H](C)C[C@@H]2[C@]1(C)C[C@H](O)C1([C@H]2CCC2=CC(=O)C=C[C@]12C)F
Standard InCHI:	"InChI=1S/C22H28ClFO4/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/h6-7,9,12,15-17,26,28H,4-5,8,10-11H2,1-3H3/t12-,15-,16-,17-,19-,20-,21?,22-/m0/s1"
Standard InCHIKey:	FCSHDIVRCWTZOX-BZMSYRLXSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5169

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	81980
0.1-0.2	125516
0.2-0.3	4165
0.3-0.4	74
0.4-0.5	1
0.5-0.6	2
0.6-0.7	0
0.7-0.8	0
0.8-0.85	2
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	0.8475	NPC331613
Intermediate Similarity	0.8475	NPC599856
Remote Similarity	0.5541	NPC481929
Remote Similarity	0.5541	NPC608433

Drug Structure

NPD5169 OpenBabel08211706322D 30 33 0 0 1 0 0 0 0 0999 V2000 -1.7160 0.0169 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3732 -0.9367 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8431 0.5224 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5307 -3.4065 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6873 -2.9199 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0588 -1.9453 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2160 -1.4587 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8416 -1.4601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2166 -3.4060 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6865 0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9247 1.2735 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8419 -0.4871 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.3738 -2.9194 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0591 -2.9189 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6870 -1.9462 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8437 -1.4596 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5299 -0.4861 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0003 0.9727 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3735 -1.9457 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8434 -0.4866 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5301 -1.4592 0.0000 C 0 0 3 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 1.6477 0.6229 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.3975 -0.9580 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 5.9331 -3.4230 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3724 0.0007 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7233 1.6233 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8425 0.4861 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3721 0.9737 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4931 -0.2369 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 6 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 1 0 0 0 16 20 1 6 0 0 0 17 21 1 6 0 0 0 17 26 1 0 0 0 0 18 27 2 0 0 0 0 19 21 1 1 0 0 0 20 22 1 1 0 0 0 21 24 1 0 0 0 0 22 18 1 6 0 0 0 22 28 1 0 0 0 0 26 29 1 0 0 0 0 28 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001183
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9844480
ChEBI
CAS Number

Drug Properties

Molecular Weight	410.17
ALogP	0.2606
MLogP	3.22
XLogP	1.983
HDA	4
HBD	2
Rotatable Bonds	9
TPSA	74.6
RO5 Violation	0