NPASS drugs

Drug Information

Drug ID:	NPD2014
Drug Name:	Cephalexin Hydrate
Molecular Formula:	C16H17N3O4S.H2O
Canonical SMILES:	N[C@@H](C(=N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)C)O)c1ccccc1.O
Standard InCHI:	"InChI=1S/C16H17N3O4S.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);1H2/t10-,11-,15-;/m1./s1"
Standard InCHIKey:	AVGYWQBCYZHHPN-CYJZLJNKSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2014

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	82107
0.1-0.2	126026
0.2-0.3	3566
0.3-0.4	20
0.4-0.5	13
0.5-0.6	6
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	1.0	NPC13470
Remote Similarity	0.6154	NPC468984
Remote Similarity	0.5672	NPC278687
Remote Similarity	0.5672	NPC612085
Remote Similarity	0.5538	NPC144780
Remote Similarity	0.5455	NPC237688
Remote Similarity	0.5143	NPC40287
Remote Similarity	0.507	NPC206980

Drug Structure

NPD2014 OpenBabel08211701392D 31 32 0 0 1 0 0 0 0 0999 V2000 0.5000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3760 -3.8789 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1172 -4.8449 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6689 -3.1718 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1512 -5.1037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7030 -3.4306 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 1.3660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4441 -4.3966 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4782 -4.6554 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.0981 -3.5000 0.0000 C 0 0 2 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 5.7711 -3.9483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -3.5000 0.0000 C 0 0 2 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 6.2194 -5.6213 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.8052 -4.2071 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0299 -2.9824 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8052 -1.7929 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -4.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 11.2420 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9265 -6.3284 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.2535 -5.8801 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.9959 -2.7235 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 12.1080 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.3760 -0.5000 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 26 1 0 0 0 0 17 27 1 0 0 0 0 20 28 1 0 0 0 0 23 29 1 0 0 0 0 25 30 1 0 0 0 0 25 31 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