NPASS drugs

Drug Information

Drug ID:	NPD2023
Drug Name:	Cefotaxime Sodium
Molecular Formula:	C16H17N5O7S2.Na
Canonical SMILES:	CO/N=C(/c1csc(=N)[nH]1)C(=N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)COC(=O)C)[O-].[Na+]
Standard InCHI:	"InChI=1S/C16H17N5O7S2.Na/c1-6(22)28-3-7-4-29-14-10(13(24)21(14)11(7)15(25)26)19-12(23)9(20-27-2)8-5-30-16(17)18-8;/h5,10,14H,3-4H2,1-2H3,(H2,17,18)(H,19,23)(H,25,26);/q;+1/p-1/b20-9-;/t10-,14-;/m1./s1"
Standard InCHIKey:	AZZMGZXNTDTSME-JUZDKLSSSA-M
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2023

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	79474
0.1-0.2	131683
0.2-0.3	552
0.3-0.4	18
0.4-0.5	9
0.5-0.6	1
0.6-0.7	0
0.7-0.8	1
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	NPC483027
Intermediate Similarity	0.75	NPC478434
Remote Similarity	0.505	NPC486882

Drug Structure

NPD2023 OpenBabel08211701392D 34 35 0 0 1 0 0 0 0 0999 V2000 2.2321 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.4009 -4.1718 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0179 -6.9797 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9514 -6.6213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2103 -5.6554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8301 -4.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.9641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5032 -4.9483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8301 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -4.5000 0.0000 C 0 0 2 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 8.0361 -8.2371 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.3945 -9.1707 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.5808 -7.3985 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.5372 -5.2071 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 9.1762 -5.3966 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 0.5000 -5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7620 -3.9824 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 6.5372 -2.7929 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.4350 -4.4306 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -5.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 7.0702 -7.9783 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1.3147 -2.6474 0.0000 Na 0 3 0 0 0 15 0 0 0 0 0 0 9.3822 -9.3272 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 9.5794 -7.3461 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 6 1 0 0 0 0 2 27 1 0 0 0 0 3 7 1 0 0 0 0 3 28 1 0 0 0 0 4 7 1 0 0 0 0 4 29 1 0 0 0 0 5 8 2 0 0 0 0 5 30 1 0 0 0 0 6 22 2 0 0 0 0 6 28 1 0 0 0 0 7 11 2 0 0 0 0 8 9 1 0 0 0 0 8 18 1 0 0 0 0 9 12 1 0 0 0 0 9 20 2 0 0 0 0 10 13 1 0 0 0 0 10 14 1 0 0 0 0 10 19 1 1 0 0 0 11 15 1 0 0 0 0 11 21 1 0 0 0 0 12 19 2 3 0 0 0 12 23 1 0 0 0 0 13 21 1 0 0 0 0 13 24 2 0 0 0 0 14 21 1 0 0 0 0 14 29 1 1 0 0 0 15 25 2 0 0 0 0 15 26 1 0 0 0 0 16 17 2 0 0 0 0 16 18 1 0 0 0 0 16 30 1 0 0 0 0 17 32 1 0 0 0 0 18 33 1 0 0 0 0 20 27 1 0 0 0 0 26 34 1 0 0 0 0 M CHG 2 23 -1 31 1 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	454.05
ALogP	-1.3259
MLogP	1.68
XLogP	0.79
HDA	10
HBD	3
Rotatable Bonds	12
TPSA	227.4
RO5 Violation	0