NPASS drugs

Drug Information

Drug ID:	NPD2258
Drug Name:	Oseltamivir Phosphate
Molecular Formula:	C16H28N2O4.H3O4P
Canonical SMILES:	OP(=O)(O)O.CCOC(=O)C1=C[C@H]([C@@H]([C@H](C1)N)N=C(O)C)OC(CC)CC
Standard InCHI:	"InChI=1S/C16H28N2O4.H3O4P/c1-5-12(6-2)22-14-9-11(16(20)21-7-3)8-13(17)15(14)18-10(4)19;1-5(2,3)4/h9,12-15H,5-8,17H2,1-4H3,(H,18,19);(H3,1,2,3,4)/t13-,14+,15+;/m0./s1"
Standard InCHIKey:	PGZUMBJQJWIWGJ-ONAKXNSWSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2258

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	96455
0.1-0.2	113074
0.2-0.3	2205
0.3-0.4	2
0.4-0.5	0
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	2

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
High Similarity	1.0	NPC482753
High Similarity	0.9773	NPC469895
Remote Similarity	0.5345	NPC611404

Drug Structure

NPD2258 OpenBabel08211701392D 33 32 0 0 1 0 0 0 0 0999 V2000 3.0981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -8.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -5.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.0981 -3.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.9641 -4.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.3660 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -5.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -6.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.1962 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.1962 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.1962 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.1962 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.1962 -2.0000 0.0000 P 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -6.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.6962 -2.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.0622 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.6962 -2.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 6 1 0 0 0 0 3 7 1 0 0 0 0 4 10 1 0 0 0 0 5 12 1 0 0 0 0 6 12 1 0 0 0 0 7 21 1 0 0 0 0 8 11 1 0 0 0 0 8 13 1 0 0 0 0 9 11 2 0 0 0 0 9 14 1 0 0 0 0 10 18 2 3 0 0 0 10 19 1 0 0 0 0 11 16 1 0 0 0 0 12 22 1 0 0 0 0 13 15 1 0 0 0 0 13 17 1 1 0 0 0 14 15 1 0 0 0 0 14 22 1 1 0 0 0 15 18 1 6 0 0 0 16 20 2 0 0 0 0 16 21 1 0 0 0 0 17 28 1 0 0 0 0 17 29 1 0 0 0 0 19 30 1 0 0 0 0 23 27 1 0 0 0 0 23 31 1 0 0 0 0 24 27 1 0 0 0 0 24 32 1 0 0 0 0 25 27 1 0 0 0 0 25 33 1 0 0 0 0 26 27 2 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	312.2
ALogP	-1.1666
MLogP	2.56
XLogP	1.536
HDA	6
HBD	2
Rotatable Bonds	14
TPSA	94.14
RO5 Violation	0