NPASS drugs

Drug Information

Drug ID:	NPD2013
Drug Name:	Cephalexin Hydrochloride
Molecular Formula:	C16H17N3O4S.ClH.H2O
Canonical SMILES:	N[C@@H](C(=N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)C)O)c1ccccc1.O.Cl
Standard InCHI:	"InChI=1S/C16H17N3O4S.ClH.H2O/c1-8-7-24-15-11(14(21)19(15)12(8)16(22)23)18-13(20)10(17)9-5-3-2-4-6-9;;/h2-6,10-11,15H,7,17H2,1H3,(H,18,20)(H,22,23);1H;1H2/t10-,11-,15-;;/m1../s1"
Standard InCHIKey:	YHJDZIQOCSDIQU-OEDJVVDHSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2013

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	82328
0.1-0.2	125975
0.2-0.3	3397
0.3-0.4	19
0.4-0.5	13
0.5-0.6	5
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	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	0.9815	NPC13470
Remote Similarity	0.6061	NPC468984
Remote Similarity	0.5588	NPC278687
Remote Similarity	0.5588	NPC612085
Remote Similarity	0.5455	NPC144780
Remote Similarity	0.5373	NPC237688
Remote Similarity	0.507	NPC40287

Drug Structure

NPD2013 OpenBabel08211701392D 32 32 0 0 1 0 0 0 0 0999 V2000 0.5333 -2.1333 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0011 -4.1375 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.7250 -5.1679 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2468 -3.3833 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6947 -5.4439 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2165 -3.6594 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4571 -3.7333 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4571 -2.6667 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9404 -4.6897 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9101 -4.9658 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.3713 -3.7333 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.3809 -2.1333 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1558 -4.2115 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3713 -2.6667 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3046 -3.7333 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.3809 -1.0667 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6340 -5.9961 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1255 -4.4876 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.3046 -2.6667 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.4319 -3.1812 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1255 -1.9124 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4571 -0.5333 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3046 -0.5333 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3809 -4.2667 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1.1745 -2.8185 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.5333 -8.8837 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.3883 -6.7503 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.6037 -6.2721 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.4622 -2.9051 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.2284 -1.0667 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5333 -8.8837 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5333 -8.8837 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 8 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 2 0 0 0 0 5 9 2 0 0 0 0 6 9 1 0 0 0 0 7 8 1 0 0 0 0 7 24 1 0 0 0 0 8 12 2 0 0 0 0 9 10 1 0 0 0 0 10 13 1 1 0 0 0 10 17 1 0 0 0 0 11 14 1 0 0 0 0 11 15 1 0 0 0 0 11 18 1 1 0 0 0 12 16 1 0 0 0 0 12 19 1 0 0 0 0 13 18 2 3 0 0 0 13 20 1 0 0 0 0 14 19 1 0 0 0 0 14 21 2 0 0 0 0 15 19 1 0 0 0 0 15 24 1 1 0 0 0 16 22 2 0 0 0 0 16 23 1 0 0 0 0 17 27 1 0 0 0 0 17 28 1 0 0 0 0 20 29 1 0 0 0 0 23 30 1 0 0 0 0 26 31 1 0 0 0 0 26 32 1 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	347.09
ALogP	-0.8185
MLogP	2.34
XLogP	-1.005
HDA	7
HBD	3
Rotatable Bonds	8
TPSA	141.52
RO5 Violation	0