Structure

Physi-Chem Properties

Molecular Weight:  169.0
Volume:  131.265
LogP:  -3.587
LogD:  -1.931
LogS:  -1.13
# Rotatable Bonds:  3
TPSA:  117.69
# H-Bond Aceptor:  6
# H-Bond Donor:  4
# Rings:  0
# Heavy Atoms:  7

MedChem Properties

QED Drug-Likeness Score:  0.433
Synthetic Accessibility Score:  2.951
Fsp3:  0.667
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -6.052
MDCK Permeability:  0.002816268941387534
Pgp-inhibitor:  0.0
Pgp-substrate:  0.009
Human Intestinal Absorption (HIA):  0.943
20% Bioavailability (F20%):  0.974
30% Bioavailability (F30%):  0.85

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.363
Plasma Protein Binding (PPB):  21.043594360351562%
Volume Distribution (VD):  0.291
Pgp-substrate:  86.85781860351562%

ADMET: Metabolism

CYP1A2-inhibitor:  0.002
CYP1A2-substrate:  0.042
CYP2C19-inhibitor:  0.034
CYP2C19-substrate:  0.044
CYP2C9-inhibitor:  0.048
CYP2C9-substrate:  0.518
CYP2D6-inhibitor:  0.016
CYP2D6-substrate:  0.132
CYP3A4-inhibitor:  0.005
CYP3A4-substrate:  0.005

ADMET: Excretion

Clearance (CL):  3.432
Half-life (T1/2):  0.489

ADMET: Toxicity

hERG Blockers:  0.035
Human Hepatotoxicity (H-HT):  0.224
Drug-inuced Liver Injury (DILI):  0.005
AMES Toxicity:  0.04
Rat Oral Acute Toxicity:  0.034
Maximum Recommended Daily Dose:  0.004
Skin Sensitization:  0.155
Carcinogencity:  0.02
Eye Corrosion:  0.106
Eye Irritation:  0.161
Respiratory Toxicity:  0.792

Download Data

Data Type Select
General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs  

  Natural Product: NPC318523

Natural Product ID:  NPC318523
Common Name*:   2-Amino-3-Sulfopropanoic Acid
IUPAC Name:   2-amino-3-sulfopropanoic acid
Synonyms:  
Standard InCHIKey:  XVOYSCVBGLVSOL-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C3H7NO5S/c4-2(3(5)6)1-10(7,8)9/h2H,1,4H2,(H,5,6)(H,7,8,9)
SMILES:  OC(=O)C(CS(=O)(=O)O)N
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1171434
PubChem CID:   25701
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000264] Organic acids and derivatives
      • [CHEMONTID:0000265] Carboxylic acids and derivatives
        • [CHEMONTID:0000013] Amino acids, peptides, and analogues
          • [CHEMONTID:0000347] Amino acids and derivatives
            • [CHEMONTID:0000060] Alpha amino acids and derivatives
              • [CHEMONTID:0002404] Alpha amino acids

*Note: the InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
**Note: the Chemical Classification was calculated by NPClassifier Version 1.5. Reference: PMID:34662515.

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO29996 Felis catus Species Felidae Eukaryota n.a. n.a. n.a. PMID[8283286]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  NP Quantity Composition/Concentration

Organism ID NP ID Organism Material Preparation Organism Part NP Quantity (Standard) NP Quantity (Minimum) NP Quantity (Maximum) Quantity Unit Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Inhibition = 80.0 % PMID[569767]

☑ Note for Activity Records:
☉ The quantitative biological activities were primarily integrated from ChEMBL (Version-30) database and were also directly collected from PubMed literature. PubMed PMID was provided as the reference link for each activity record.

  Chemically structural similarity: I. Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes 4,3285 NPs with experimentally-derived bioactivity available 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 NPC318523 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
0.9773 High Similarity NPC118187
0.9111 High Similarity NPC228932
0.8222 Intermediate Similarity NPC254482
0.8222 Intermediate Similarity NPC110533
0.8222 Intermediate Similarity NPC317691
0.8222 Intermediate Similarity NPC326808
0.8077 Intermediate Similarity NPC102815
0.7917 Intermediate Similarity NPC185755
0.7917 Intermediate Similarity NPC213876
0.7692 Intermediate Similarity NPC317815
0.7551 Intermediate Similarity NPC49952
0.7551 Intermediate Similarity NPC136476
0.74 Intermediate Similarity NPC204364
0.7308 Intermediate Similarity NPC125736
0.7308 Intermediate Similarity NPC114990
0.7143 Intermediate Similarity NPC82239
0.7115 Intermediate Similarity NPC152451
0.7115 Intermediate Similarity NPC170739
0.7115 Intermediate Similarity NPC193989
0.7111 Intermediate Similarity NPC21290
0.7111 Intermediate Similarity NPC116709
0.7111 Intermediate Similarity NPC272614
0.6957 Remote Similarity NPC63621
0.6667 Remote Similarity NPC191136
0.6667 Remote Similarity NPC319175
0.6607 Remote Similarity NPC145235
0.6538 Remote Similarity NPC198196
0.6531 Remote Similarity NPC121517
0.6531 Remote Similarity NPC53449
0.6531 Remote Similarity NPC237525
0.6531 Remote Similarity NPC326992
0.6531 Remote Similarity NPC168375
0.6531 Remote Similarity NPC326212
0.64 Remote Similarity NPC219143
0.64 Remote Similarity NPC226265
0.6364 Remote Similarity NPC300059
0.6346 Remote Similarity NPC208793
0.6346 Remote Similarity NPC285322
0.6275 Remote Similarity NPC167986
0.6275 Remote Similarity NPC291186
0.6271 Remote Similarity NPC283786
0.6226 Remote Similarity NPC248970
0.6226 Remote Similarity NPC306238
0.6154 Remote Similarity NPC198301
0.6154 Remote Similarity NPC325097
0.6154 Remote Similarity NPC126925
0.6154 Remote Similarity NPC132307
0.6136 Remote Similarity NPC322658
0.6111 Remote Similarity NPC316168
0.6087 Remote Similarity NPC114517
0.6038 Remote Similarity NPC118459
0.6038 Remote Similarity NPC329263
0.6038 Remote Similarity NPC327698
0.5968 Remote Similarity NPC321419
0.5938 Remote Similarity NPC289691
0.5926 Remote Similarity NPC297220
0.5926 Remote Similarity NPC309658
0.5909 Remote Similarity NPC126681
0.5893 Remote Similarity NPC286989
0.5882 Remote Similarity NPC66043
0.5846 Remote Similarity NPC174304
0.5846 Remote Similarity NPC325597
0.5818 Remote Similarity NPC136159
0.5818 Remote Similarity NPC181588
0.5789 Remote Similarity NPC273330
0.5789 Remote Similarity NPC315977
0.5789 Remote Similarity NPC137958
0.5714 Remote Similarity NPC140872
0.5714 Remote Similarity NPC93081
0.5714 Remote Similarity NPC9294
0.5714 Remote Similarity NPC153370
0.5614 Remote Similarity NPC93888
0.5614 Remote Similarity NPC270805
0.5614 Remote Similarity NPC226027
0.5614 Remote Similarity NPC324825
0.5614 Remote Similarity NPC62045
0.5614 Remote Similarity NPC245027
0.5614 Remote Similarity NPC84636
0.5614 Remote Similarity NPC162620
0.5614 Remote Similarity NPC316231
0.5614 Remote Similarity NPC174246
0.5614 Remote Similarity NPC112890
0.5614 Remote Similarity NPC43204

  Chemically structural similarity: II. Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC318523 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
0.8222 Intermediate Similarity NPD8215 Approved
0.8222 Intermediate Similarity NPD8214 Approved
0.7917 Intermediate Similarity NPD8982 Approved
0.76 Intermediate Similarity NPD8873 Approved
0.7115 Intermediate Similarity NPD8802 Approved
0.7115 Intermediate Similarity NPD9021 Approved
0.7115 Intermediate Similarity NPD8803 Clinical (unspecified phase)
0.7111 Intermediate Similarity NPD8210 Phase 3
0.7111 Intermediate Similarity NPD8211 Approved
0.6981 Remote Similarity NPD9025 Approved
0.6727 Remote Similarity NPD8849 Clinical (unspecified phase)
0.6538 Remote Similarity NPD9020 Approved
0.6538 Remote Similarity NPD8801 Approved
0.6444 Remote Similarity NPD8233 Phase 3
0.6441 Remote Similarity NPD8848 Approved
0.64 Remote Similarity NPD8217 Clinical (unspecified phase)
0.64 Remote Similarity NPD8216 Approved
0.6364 Remote Similarity NPD7380 Approved
0.6346 Remote Similarity NPD8610 Approved
0.6275 Remote Similarity NPD8805 Approved
0.6275 Remote Similarity NPD8804 Approved
0.6226 Remote Similarity NPD8870 Approved
0.6154 Remote Similarity NPD8798 Approved
0.6111 Remote Similarity NPD8208 Clinical (unspecified phase)
0.6111 Remote Similarity NPD8209 Phase 2
0.6087 Remote Similarity NPD7372 Phase 2
0.6071 Remote Similarity NPD329 Discontinued
0.6 Remote Similarity NPD8577 Discontinued
0.6 Remote Similarity NPD9213 Approved
0.6 Remote Similarity NPD9214 Phase 3
0.5909 Remote Similarity NPD7371 Approved
0.5846 Remote Similarity NPD348 Approved
0.5818 Remote Similarity NPD8810 Clinical (unspecified phase)
0.5789 Remote Similarity NPD8871 Approved
0.5789 Remote Similarity NPD8872 Phase 3
0.5769 Remote Similarity NPD8609 Approved
0.5714 Remote Similarity NPD8614 Approved
0.5714 Remote Similarity NPD8809 Approved
0.5714 Remote Similarity NPD8808 Approved
0.5672 Remote Similarity NPD886 Clinical (unspecified phase)
0.5614 Remote Similarity NPD9044 Approved
0.5614 Remote Similarity NPD9018 Approved
0.5614 Remote Similarity NPD8624 Approved
0.5614 Remote Similarity NPD9017 Approved
0.5614 Remote Similarity NPD9016 Clinical (unspecified phase)

  Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity
B: biological targets similarity
C: networks similarity
D: cell-based bioactivity similarity
E: similarity based on clinical data