NPASS drugs

Drug Information

Drug ID:	NPD2020
Drug Name:	Cefoxitin
Molecular Formula:	C16H17N3O7S2
Canonical SMILES:	CO[C@@]1(N=C(Cc2cccs2)O)C(=O)N2[C@@H]1SCC(=C2C(=O)O)COC(=N)O
Standard InCHI:	"InChI=1S/C16H17N3O7S2/c1-25-16(18-10(20)5-9-3-2-4-27-9)13(23)19-11(12(21)22)8(6-26-15(17)24)7-28-14(16)19/h2-4,14H,5-7H2,1H3,(H2,17,24)(H,18,20)(H,21,22)/t14-,16+/m1/s1"
Standard InCHIKey:	WZOZEZRFJCJXNZ-ZBFHGGJFSA-N
Max Developmental Stage:	Phase 4
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2020

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	87683
0.1-0.2	123469
0.2-0.3	565
0.3-0.4	10
0.4-0.5	9
0.5-0.6	3
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	1

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	NPC487968
Remote Similarity	0.5625	NPC60344
Remote Similarity	0.5366	NPC487959
Remote Similarity	0.5349	NPC487961

Drug Structure

NPD2020 OpenBabel08211701392D 32 34 0 0 1 0 0 0 0 0999 V2000 -1.2247 -1.2247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7877 1.6311 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3338 0.7401 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0806 2.3383 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6390 0.1895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 3.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 2.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3461 0.8966 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6730 0.4483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.0000 4.4641 0.0000 C 0 0 0 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 4.0000 4.4641 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.9659 -0.2588 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.4142 1.4142 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 2.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7071 -0.7071 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 5.3301 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2588 -0.9659 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 3.5981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.1896 1.8843 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 1.8660 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 5.3301 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.1213 2.1213 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 2.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 6.1962 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 25 1 0 0 0 0 2 3 1 0 0 0 0 2 4 2 0 0 0 0 3 9 2 0 0 0 0 4 27 1 0 0 0 0 5 9 1 0 0 0 0 5 10 1 0 0 0 0 6 8 1 0 0 0 0 6 26 1 0 0 0 0 7 8 1 0 0 0 0 7 28 1 0 0 0 0 8 11 2 0 0 0 0 9 27 1 0 0 0 0 10 18 2 3 0 0 0 10 20 1 0 0 0 0 11 12 1 0 0 0 0 11 19 1 0 0 0 0 12 21 2 0 0 0 0 12 22 1 0 0 0 0 13 16 1 0 0 0 0 13 19 1 0 0 0 0 13 23 2 0 0 0 0 14 16 1 1 0 0 0 14 19 1 0 0 0 0 14 28 1 0 0 0 0 15 17 2 0 0 0 0 15 24 1 0 0 0 0 15 26 1 0 0 0 0 16 18 1 1 0 0 0 16 25 1 0 0 0 0 17 29 1 0 0 0 0 20 30 1 0 0 0 0 22 31 1 0 0 0 0 24 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000452
DrugBank	DB01331
ChEMBL	CHEMBL996
IUPHAR/BPS
PharmaGKB	PA448856
KEGG Drug	D02345
PubChem CID	0
ChEBI	209807
CAS Number	35607-66-0

Drug Properties

Molecular Weight	427.05
ALogP	0.678
MLogP	1.9
XLogP	0.679
HDA	10
HBD	4
Rotatable Bonds	12
TPSA	206.28
RO5 Violation	0