Natural Product: NPC242077

Natural Product ID:  NPC242077
Common Name:   Sapropterin
IUPAC Name:   (6R)-2-amino-6-[(1R,2S)-1,2-dihydroxypropyl]-5,6,7,8-tetrahydro-1H-pteridin-4-one
Synonyms:   Daproterin; Sapropterin
Molecular Formula:   C9H15N5O3
Standard InCHIKey:  FNKQXYHWGSIFBK-RPDRRWSUSA-N
Standard InCHI:  InChI=1S/C9H15N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h3-4,6,12,15-16H,2H2,1H3,(H4,10,11,13,14,17)/t3-,4+,6-/m0/s1
Canonical SMILES:  C[C@@H]([C@@H]([C@H]1CNc2c(N1)c(O)nc(=N)[nH]2)O)O
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO1797 Homo sapiens Species Hominidae Eukaryota blood PMID[10636262]
NPO1797 Homo sapiens Species Hominidae Eukaryota cerebrospinal fluid PMID[16168596]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT3569 Individual Protein Nitric-oxide synthase, brain Homo sapiens Kd = 1120 nM 18261902

  Similar Natural Products in NPASS

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC242077 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.7436 Intermediate Similarity NPC323762
0.6429 Remote Similarity NPC216278
0.6098 Remote Similarity NPC148178
0.6 Remote Similarity NPC204709
0.5981 Remote Similarity NPC62845
0.5981 Remote Similarity NPC92874
0.5981 Remote Similarity NPC166242
0.5981 Remote Similarity NPC322449
0.5981 Remote Similarity NPC189854
0.5926 Remote Similarity NPC10897
0.5926 Remote Similarity NPC325900
0.5888 Remote Similarity NPC314398
0.5888 Remote Similarity NPC239705
0.5888 Remote Similarity NPC314413
0.5765 Remote Similarity NPC41429
0.5758 Remote Similarity NPC328806
0.5732 Remote Similarity NPC193593
0.5732 Remote Similarity NPC143809
0.5732 Remote Similarity NPC76726
0.5732 Remote Similarity NPC290106
0.5699 Remote Similarity NPC202075
0.5657 Remote Similarity NPC210456
0.5657 Remote Similarity NPC190334
0.5657 Remote Similarity NPC163352
0.5657 Remote Similarity NPC62927

  Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC242077 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
1.0 High Similarity NPD9646 Approved
1.0 High Similarity NPD9644 Approved
1.0 High Similarity NPD9645 Approved
0.9125 High Similarity NPD9654 Phase 2
0.7157 Intermediate Similarity NPD284 Phase 1
0.6531 Remote Similarity NPD6424 Approved
0.6429 Remote Similarity NPD6427 Approved
0.6429 Remote Similarity NPD6423 Approved
0.6429 Remote Similarity NPD6425 Approved
0.6429 Remote Similarity NPD6426 Approved
0.6408 Remote Similarity NPD1061 Clinical (unspecified phase)
0.6392 Remote Similarity NPD6431 Approved
0.6392 Remote Similarity NPD6433 Approved
0.6392 Remote Similarity NPD6434 Clinical (unspecified phase)
0.6392 Remote Similarity NPD6432 Approved
0.6264 Remote Similarity NPD9429 Discontinued
0.6117 Remote Similarity NPD223 Clinical (unspecified phase)
0.6022 Remote Similarity NPD9558 Phase 3
0.5938 Remote Similarity NPD9640 Clinical (unspecified phase)
0.59 Remote Similarity NPD285 Discontinued
0.5795 Remote Similarity NPD2704 Phase 3
0.5795 Remote Similarity NPD2702 Phase 1
0.5743 Remote Similarity NPD251 Approved
0.5743 Remote Similarity NPD9585 Discontinued
0.573 Remote Similarity NPD5386 Phase 2
0.5699 Remote Similarity NPD8962 Discontinued
0.5682 Remote Similarity NPD3213 Discontinued
0.5663 Remote Similarity NPD1155 Discontinued
0.5657 Remote Similarity NPD9603 Phase 3
0.5657 Remote Similarity NPD9602 Phase 3
0.5657 Remote Similarity NPD241 Discontinued
0.5657 Remote Similarity NPD9604 Approved
0.5652 Remote Similarity NPD9407 Approved
0.5644 Remote Similarity NPD9565 Discontinued
0.5636 Remote Similarity NPD1385 Discontinued
0.5625 Remote Similarity NPD9573 Phase 2
0.5612 Remote Similarity NPD9401 Discovery
0.5603 Remote Similarity NPD869 Approved

Structure

External Identifiers

PubChem CID   44257
ChEMBL   CHEMBL1201774
ZINC  

Physicochemical Properties

Molecular Weight:  241.12
ALogP:  -2.5054
MLogP:  1.57
XLogP:  0.456
# Rotatable Bonds:  6
Polar Surface Area:  132.99
# H-Bond Aceptor:  8
# H-Bond Donor:  7
# Rings:  2
# Heavy Atoms:  17

Download Data

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Biological Activities  
Similar NPs/Drugs