NPASS drugs

Drug Information

Drug ID:	NPD1385
Drug Name:	FO-152
Molecular Formula:	C14H20FN3O7
Canonical SMILES:	CC(C(C(=O)OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cc(F)c(nc1=O)O)N)C
Standard InCHI:	"InChI=1S/C14H20FN3O7/c1-5(2)8(16)13(22)24-4-7-9(19)10(20)12(25-7)18-3-6(15)11(21)17-14(18)23/h3,5,7-10,12,19-20H,4,16H2,1-2H3,(H,17,21,23)/t7-,8?,9-,10-,12-/m1/s1"
Standard InCHIKey:	CUDUXVBVSUAOTK-ATTBJVBRSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1385

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	68983
0.1-0.2	141458
0.2-0.3	1188
0.3-0.4	98
0.4-0.5	12
0.5-0.6	0
0.6-0.7	1
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	0.6197	NPC317639

Drug Structure

NPD1385 OpenBabel08211700192D 30 31 0 0 1 0 0 0 0 0999 V2000 -3.3500 -2.7205 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7512 -3.7386 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3554 -2.6160 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7567 -3.6341 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 -1.9487 -1.7024 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.1689 -4.4431 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.4487 -0.8364 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7796 -0.0933 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 -0.8660 -0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.1744 -4.3385 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -3.5756 -5.3566 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4432 -0.7319 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9875 0.8849 0.0000 O 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 -1.5866 -5.1476 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7677 -3.4250 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9706 -1.4945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.5702 -5.4611 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9879 -6.1656 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8500 0.1817 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9385 1.1939 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 5 1 0 0 0 0 3 6 2 0 0 0 0 3 18 1 0 0 0 0 4 24 1 0 0 0 0 5 8 1 0 0 0 0 6 11 1 0 0 0 0 6 15 1 0 0 0 0 7 4 1 6 0 0 0 7 9 1 0 0 0 0 7 25 1 0 0 0 0 8 13 1 0 0 0 0 8 16 1 0 0 0 0 9 10 1 0 0 0 0 9 19 1 1 0 0 0 10 12 1 0 0 0 0 10 20 1 1 0 0 0 11 17 2 0 0 0 0 11 21 1 0 0 0 0 12 18 1 6 0 0 0 12 25 1 0 0 0 0 13 22 2 0 0 0 0 13 24 1 0 0 0 0 14 17 1 0 0 0 0 14 18 1 0 0 0 0 14 23 2 0 0 0 0 16 26 1 0 0 0 0 16 27 1 0 0 0 0 19 28 1 0 0 0 0 20 29 1 0 0 0 0 21 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB001591
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	0
ChEBI
CAS Number

Drug Properties

Molecular Weight	361.13
ALogP	-2.4949
MLogP	1.79
XLogP	-1.278
HDA	10
HBD	4
Rotatable Bonds	13
TPSA	154.91
RO5 Violation	0