Structure

Physi-Chem Properties

Molecular Weight:  186.16
Volume:  213.756
LogP:  4.19
LogD:  3.562
LogS:  -4.293
# Rotatable Bonds:  9
TPSA:  26.3
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  0
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.429
Synthetic Accessibility Score:  1.718
Fsp3:  0.909
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.436
MDCK Permeability:  2.5790934159886092e-05
Pgp-inhibitor:  0.781
Pgp-substrate:  0.007
Human Intestinal Absorption (HIA):  0.002
20% Bioavailability (F20%):  0.962
30% Bioavailability (F30%):  0.986

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.829
Plasma Protein Binding (PPB):  92.805419921875%
Volume Distribution (VD):  0.546
Pgp-substrate:  8.844738006591797%

ADMET: Metabolism

CYP1A2-inhibitor:  0.979
CYP1A2-substrate:  0.46
CYP2C19-inhibitor:  0.804
CYP2C19-substrate:  0.36
CYP2C9-inhibitor:  0.588
CYP2C9-substrate:  0.842
CYP2D6-inhibitor:  0.046
CYP2D6-substrate:  0.129
CYP3A4-inhibitor:  0.17
CYP3A4-substrate:  0.148

ADMET: Excretion

Clearance (CL):  10.554
Half-life (T1/2):  0.695

ADMET: Toxicity

hERG Blockers:  0.141
Human Hepatotoxicity (H-HT):  0.019
Drug-inuced Liver Injury (DILI):  0.117
AMES Toxicity:  0.006
Rat Oral Acute Toxicity:  0.067
Maximum Recommended Daily Dose:  0.013
Skin Sensitization:  0.916
Carcinogencity:  0.174
Eye Corrosion:  0.979
Eye Irritation:  0.985
Respiratory Toxicity:  0.422

Download Data

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

  Natural Product: NPC80641

Natural Product ID:  NPC80641
Common Name*:   Heptyl Butanoate
IUPAC Name:   heptyl butanoate
Synonyms:  
Standard InCHIKey:  JPQHLIYIQARLQM-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C11H22O2/c1-3-5-6-7-8-10-13-11(12)9-4-2/h3-10H2,1-2H3
SMILES:  CCCCCCCOC(=O)CCC
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL3186512
PubChem CID:   62592
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0003909] Fatty Acyls
        • [CHEMONTID:0000324] Fatty acid esters

*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
NPO8101 Rehmannia glutinosa Species Orobanchaceae Eukaryota Roots n.a. n.a. PMID[22916954]
NPO8101 Rehmannia glutinosa Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO8101 Rehmannia glutinosa Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8101 Rehmannia glutinosa Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO8101 Rehmannia glutinosa Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO8101 Rehmannia glutinosa Species Orobanchaceae Eukaryota n.a. n.a. n.a. Database[UNPD]

☑ 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 Potency n.a. 13800.6 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 76958.8 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 549.4 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 54941 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 21689.9 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 61644.8 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 863.5 nM PubChem BioAssay data set
NPT2 Others Unspecified Potency n.a. 21872.4 nM PubChem BioAssay data set

☑ 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 NPC80641 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
0.9394 High Similarity NPC286498
0.9394 High Similarity NPC154396
0.9167 High Similarity NPC80234
0.9118 High Similarity NPC301398
0.9118 High Similarity NPC223374
0.9118 High Similarity NPC86545
0.9118 High Similarity NPC196442
0.9091 High Similarity NPC322892
0.8919 High Similarity NPC256163
0.8919 High Similarity NPC40597
0.8919 High Similarity NPC149299
0.8919 High Similarity NPC250028
0.8857 High Similarity NPC154642
0.8857 High Similarity NPC80396
0.8788 High Similarity NPC12904
0.8788 High Similarity NPC40965
0.8684 High Similarity NPC53541
0.8649 High Similarity NPC223249
0.8611 High Similarity NPC14608
0.8611 High Similarity NPC128996
0.8571 High Similarity NPC155872
0.8529 High Similarity NPC286695
0.8462 Intermediate Similarity NPC236579
0.8462 Intermediate Similarity NPC203531
0.8421 Intermediate Similarity NPC165533
0.8378 Intermediate Similarity NPC201622
0.8378 Intermediate Similarity NPC22903
0.8378 Intermediate Similarity NPC54980
0.8378 Intermediate Similarity NPC305660
0.8158 Intermediate Similarity NPC31551
0.8158 Intermediate Similarity NPC219536
0.8158 Intermediate Similarity NPC81263
0.8049 Intermediate Similarity NPC47363
0.8049 Intermediate Similarity NPC287231
0.8 Intermediate Similarity NPC147054
0.7949 Intermediate Similarity NPC28598
0.7949 Intermediate Similarity NPC12156
0.7949 Intermediate Similarity NPC161097
0.7895 Intermediate Similarity NPC316546
0.7857 Intermediate Similarity NPC105329
0.7857 Intermediate Similarity NPC145045
0.7857 Intermediate Similarity NPC52700
0.7857 Intermediate Similarity NPC63182
0.7778 Intermediate Similarity NPC57499
0.7674 Intermediate Similarity NPC249754
0.7674 Intermediate Similarity NPC326957
0.7619 Intermediate Similarity NPC273545
0.7576 Intermediate Similarity NPC248233
0.7576 Intermediate Similarity NPC143211
0.7568 Intermediate Similarity NPC156630
0.7568 Intermediate Similarity NPC289344
0.7561 Intermediate Similarity NPC176500
0.75 Intermediate Similarity NPC168714
0.75 Intermediate Similarity NPC178643
0.75 Intermediate Similarity NPC35371
0.75 Intermediate Similarity NPC41007
0.7442 Intermediate Similarity NPC308301
0.7442 Intermediate Similarity NPC12438
0.7442 Intermediate Similarity NPC30195
0.7442 Intermediate Similarity NPC282440
0.7381 Intermediate Similarity NPC317128
0.7333 Intermediate Similarity NPC250919
0.7333 Intermediate Similarity NPC26253
0.7273 Intermediate Similarity NPC166804
0.725 Intermediate Similarity NPC261080
0.725 Intermediate Similarity NPC201844
0.725 Intermediate Similarity NPC301696
0.725 Intermediate Similarity NPC154186
0.725 Intermediate Similarity NPC14227
0.725 Intermediate Similarity NPC301585
0.725 Intermediate Similarity NPC113928
0.725 Intermediate Similarity NPC279026
0.725 Intermediate Similarity NPC94368
0.7174 Intermediate Similarity NPC55678
0.7174 Intermediate Similarity NPC305182
0.7143 Intermediate Similarity NPC127696
0.7111 Intermediate Similarity NPC68577
0.7111 Intermediate Similarity NPC106872
0.7045 Intermediate Similarity NPC172042
0.7027 Intermediate Similarity NPC108238
0.7027 Intermediate Similarity NPC99700
0.7021 Intermediate Similarity NPC314084
0.7021 Intermediate Similarity NPC287811
0.697 Remote Similarity NPC41485
0.697 Remote Similarity NPC28246
0.697 Remote Similarity NPC3693
0.697 Remote Similarity NPC32280
0.6957 Remote Similarity NPC223675
0.6944 Remote Similarity NPC21374
0.6923 Remote Similarity NPC321699
0.6923 Remote Similarity NPC155263
0.6905 Remote Similarity NPC216630
0.6905 Remote Similarity NPC171736
0.6905 Remote Similarity NPC307783
0.6905 Remote Similarity NPC149184
0.6905 Remote Similarity NPC209970
0.6905 Remote Similarity NPC196924
0.6889 Remote Similarity NPC324004
0.6889 Remote Similarity NPC328497
0.6875 Remote Similarity NPC310746
0.6857 Remote Similarity NPC159398
0.6829 Remote Similarity NPC118968
0.6829 Remote Similarity NPC214610
0.6829 Remote Similarity NPC183424
0.6829 Remote Similarity NPC294085
0.6818 Remote Similarity NPC312547
0.6744 Remote Similarity NPC67462
0.6739 Remote Similarity NPC200618
0.6739 Remote Similarity NPC131770
0.6739 Remote Similarity NPC216130
0.6667 Remote Similarity NPC317203
0.6667 Remote Similarity NPC110107
0.66 Remote Similarity NPC469937
0.66 Remote Similarity NPC320588
0.66 Remote Similarity NPC53463
0.66 Remote Similarity NPC23155
0.6596 Remote Similarity NPC304162
0.6596 Remote Similarity NPC207815
0.6596 Remote Similarity NPC163345
0.6591 Remote Similarity NPC255837
0.6591 Remote Similarity NPC19305
0.6591 Remote Similarity NPC74845
0.6585 Remote Similarity NPC268826
0.6585 Remote Similarity NPC73245
0.6579 Remote Similarity NPC175342
0.6512 Remote Similarity NPC103286
0.6512 Remote Similarity NPC163746
0.6512 Remote Similarity NPC248763
0.6512 Remote Similarity NPC325452
0.65 Remote Similarity NPC134782
0.6471 Remote Similarity NPC128061
0.6471 Remote Similarity NPC223677
0.6471 Remote Similarity NPC10316
0.6471 Remote Similarity NPC28779
0.6471 Remote Similarity NPC200845
0.6458 Remote Similarity NPC90904
0.6458 Remote Similarity NPC142103
0.6444 Remote Similarity NPC8219
0.6444 Remote Similarity NPC55023
0.6429 Remote Similarity NPC3531
0.6429 Remote Similarity NPC474205
0.6429 Remote Similarity NPC225963
0.641 Remote Similarity NPC140229
0.64 Remote Similarity NPC71761
0.6389 Remote Similarity NPC317739
0.6389 Remote Similarity NPC281943
0.6389 Remote Similarity NPC234005
0.6364 Remote Similarity NPC203105
0.6364 Remote Similarity NPC325102
0.6364 Remote Similarity NPC23508
0.6364 Remote Similarity NPC8187
0.6364 Remote Similarity NPC129972
0.6364 Remote Similarity NPC301528
0.6364 Remote Similarity NPC71317
0.6341 Remote Similarity NPC158179
0.6327 Remote Similarity NPC274261
0.6327 Remote Similarity NPC291724
0.6316 Remote Similarity NPC272426
0.6304 Remote Similarity NPC314679
0.6286 Remote Similarity NPC201132
0.6286 Remote Similarity NPC127134
0.6286 Remote Similarity NPC211250
0.6222 Remote Similarity NPC76051
0.6216 Remote Similarity NPC180423
0.6216 Remote Similarity NPC174368
0.62 Remote Similarity NPC161366
0.62 Remote Similarity NPC170167
0.619 Remote Similarity NPC197039
0.617 Remote Similarity NPC21844
0.6154 Remote Similarity NPC328710
0.6154 Remote Similarity NPC217218
0.6154 Remote Similarity NPC18224
0.6154 Remote Similarity NPC52264
0.6087 Remote Similarity NPC469781
0.6078 Remote Similarity NPC309606
0.6078 Remote Similarity NPC39633
0.6078 Remote Similarity NPC139545
0.6053 Remote Similarity NPC265882
0.6053 Remote Similarity NPC112242
0.6053 Remote Similarity NPC147096
0.6053 Remote Similarity NPC185041
0.6053 Remote Similarity NPC225783
0.6053 Remote Similarity NPC24506
0.6053 Remote Similarity NPC5934
0.6053 Remote Similarity NPC236797
0.6053 Remote Similarity NPC302611
0.6053 Remote Similarity NPC163556
0.6042 Remote Similarity NPC324793
0.6042 Remote Similarity NPC477878
0.6042 Remote Similarity NPC13105
0.6 Remote Similarity NPC100096
0.6 Remote Similarity NPC17935
0.6 Remote Similarity NPC470363
0.6 Remote Similarity NPC244452
0.6 Remote Similarity NPC144829
0.6 Remote Similarity NPC474089
0.6 Remote Similarity NPC289686
0.6 Remote Similarity NPC139569
0.6 Remote Similarity NPC474120
0.5962 Remote Similarity NPC137538

  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 NPC80641 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
0.8049 Intermediate Similarity NPD2699 Approved
0.75 Intermediate Similarity NPD6125 Clinical (unspecified phase)
0.7436 Intermediate Similarity NPD3206 Approved
0.7297 Intermediate Similarity NPD900 Approved
0.725 Intermediate Similarity NPD633 Phase 3
0.725 Intermediate Similarity NPD9448 Phase 2
0.6905 Remote Similarity NPD2270 Approved
0.6829 Remote Similarity NPD9655 Approved
0.675 Remote Similarity NPD9449 Clinical (unspecified phase)
0.6744 Remote Similarity NPD387 Clinical (unspecified phase)
0.6739 Remote Similarity NPD2266 Phase 2
0.6667 Remote Similarity NPD9447 Approved
0.66 Remote Similarity NPD3730 Approved
0.66 Remote Similarity NPD3728 Approved
0.65 Remote Similarity NPD370 Phase 3
0.6444 Remote Similarity NPD3199 Clinical (unspecified phase)
0.6429 Remote Similarity NPD77 Approved
0.6429 Remote Similarity NPD9450 Approved
0.6316 Remote Similarity NPD1461 Approved
0.6316 Remote Similarity NPD908 Approved
0.6316 Remote Similarity NPD907 Approved
0.6304 Remote Similarity NPD634 Phase 3
0.6286 Remote Similarity NPD8989 Approved
0.6078 Remote Similarity NPD631 Approved
0.6078 Remote Similarity NPD630 Approved
0.6061 Remote Similarity NPD8615 Phase 2
0.6061 Remote Similarity NPD8616 Clinical (unspecified phase)
0.6053 Remote Similarity NPD8856 Phase 2
0.6042 Remote Similarity NPD5343 Approved
0.5962 Remote Similarity NPD3729 Clinical (unspecified phase)
0.5926 Remote Similarity NPD4279 Approved
0.5909 Remote Similarity NPD7536 Approved
0.5897 Remote Similarity NPD9636 Phase 2
0.5789 Remote Similarity NPD62 Approved
0.575 Remote Similarity NPD5383 Approved
0.575 Remote Similarity NPD2272 Approved
0.5745 Remote Similarity NPD6097 Approved
0.5745 Remote Similarity NPD377 Approved
0.5745 Remote Similarity NPD6096 Approved
0.5714 Remote Similarity NPD4280 Approved
0.5714 Remote Similarity NPD622 Approved
0.5686 Remote Similarity NPD28 Approved
0.5686 Remote Similarity NPD29 Approved
0.5686 Remote Similarity NPD1399 Approved
0.5686 Remote Similarity NPD1400 Approved
0.5676 Remote Similarity NPD8990 Clinical (unspecified phase)
0.5641 Remote Similarity NPD8618 Approved
0.5625 Remote Similarity NPD9430 Approved
0.5625 Remote Similarity NPD3174 Discontinued
0.5625 Remote Similarity NPD9431 Approved
0.561 Remote Similarity NPD8857 Approved

  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