NPASS drugs

Drug Information

Drug ID:	NPD8598
Drug Name:	Malic Acid
Molecular Formula:	C4H6O5
Canonical SMILES:	OC(=O)CC(C(=O)O)O
Standard InCHI:	"InChI=1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)"
Standard InCHIKey:	BJEPYKJPYRNKOW-UHFFFAOYSA-N
Max Developmental Stage:	Phase 4
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD8598

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	178135
0.1-0.2	29059
0.2-0.3	3724
0.3-0.4	596
0.4-0.5	127
0.5-0.6	62
0.6-0.7	11
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	5

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	NPC19044
High Similarity	1.0	NPC51260
High Similarity	1.0	NPC3357
High Similarity	1.0	NPC192402
High Similarity	1.0	NPC604016
Remote Similarity	0.6471	NPC307739
Remote Similarity	0.6471	NPC76217
Remote Similarity	0.6471	NPC178595
Remote Similarity	0.6471	NPC607709
Remote Similarity	0.6471	NPC609616
Remote Similarity	0.6471	NPC611841
Remote Similarity	0.619	NPC69289
Remote Similarity	0.6111	NPC100742
Remote Similarity	0.6111	NPC97444
Remote Similarity	0.6111	NPC24751
Remote Similarity	0.6111	NPC600047
Remote Similarity	0.5789	NPC320704
Remote Similarity	0.5789	NPC250870
Remote Similarity	0.5789	NPC88579
Remote Similarity	0.5789	NPC490959
Remote Similarity	0.5789	NPC191084
Remote Similarity	0.5789	NPC286485
Remote Similarity	0.5789	NPC216980
Remote Similarity	0.5789	NPC319132
Remote Similarity	0.5789	NPC3525
Remote Similarity	0.5789	NPC609162
Remote Similarity	0.5714	NPC293378
Remote Similarity	0.5714	NPC322110
Remote Similarity	0.5714	NPC492873
Remote Similarity	0.5714	NPC611612
Remote Similarity	0.5652	NPC6883
Remote Similarity	0.5652	NPC38891
Remote Similarity	0.5652	NPC242655
Remote Similarity	0.5652	NPC322276
Remote Similarity	0.5652	NPC105881
Remote Similarity	0.5652	NPC315623
Remote Similarity	0.5652	NPC524601
Remote Similarity	0.5652	NPC606363
Remote Similarity	0.5652	NPC608105
Remote Similarity	0.5652	NPC610224
Remote Similarity	0.5652	NPC610267
Remote Similarity	0.5556	NPC212144
Remote Similarity	0.55	NPC717
Remote Similarity	0.55	NPC321766
Remote Similarity	0.55	NPC222792
Remote Similarity	0.55	NPC5505
Remote Similarity	0.55	NPC323874
Remote Similarity	0.55	NPC320275
Remote Similarity	0.55	NPC316217
Remote Similarity	0.55	NPC64777
Remote Similarity	0.55	NPC249126
Remote Similarity	0.55	NPC230995
Remote Similarity	0.55	NPC575868
Remote Similarity	0.55	NPC602868
Remote Similarity	0.55	NPC600824
Remote Similarity	0.55	NPC603429
Remote Similarity	0.5455	NPC491817
Remote Similarity	0.5417	NPC19676
Remote Similarity	0.5417	NPC323401
Remote Similarity	0.5417	NPC67132
Remote Similarity	0.5417	NPC207680
Remote Similarity	0.5417	NPC49279
Remote Similarity	0.5417	NPC318742
Remote Similarity	0.5417	NPC573257
Remote Similarity	0.5238	NPC141509
Remote Similarity	0.5238	NPC196612
Remote Similarity	0.5238	NPC232680
Remote Similarity	0.5238	NPC303712
Remote Similarity	0.5238	NPC164469
Remote Similarity	0.5238	NPC137877
Remote Similarity	0.5238	NPC600708
Remote Similarity	0.5238	NPC606288
Remote Similarity	0.5217	NPC273027
Remote Similarity	0.5217	NPC26996
Remote Similarity	0.5217	NPC327012
Remote Similarity	0.5217	NPC604882
Remote Similarity	0.52	NPC24223
Remote Similarity	0.52	NPC95834

Drug Structure

External Identifiers

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

Drug Properties

Molecular Weight	134.02
ALogP	-1.0622
MLogP	1.35
XLogP	-1.474
HDA	5
HBD	3
Rotatable Bonds	6
TPSA	94.83
RO5 Violation	0