Structure

Physi-Chem Properties

Molecular Weight:  657.43
Volume:  680.305
LogP:  1.884
LogD:  2.256
LogS:  -3.714
# Rotatable Bonds:  26
TPSA:  223.26
# H-Bond Aceptor:  14
# H-Bond Donor:  8
# Rings:  0
# Heavy Atoms:  14

MedChem Properties

QED Drug-Likeness Score:  0.087
Synthetic Accessibility Score:  4.342
Fsp3:  0.812
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
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:  -6.774
MDCK Permeability:  3.12E-05
Pgp-inhibitor:  0.154
Pgp-substrate:  0.991
Human Intestinal Absorption (HIA):  0.844
20% Bioavailability (F20%):  0.99
30% Bioavailability (F30%):  0.266

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.047
Plasma Protein Binding (PPB):  43.58%
Volume Distribution (VD):  0.312
Pgp-substrate:  20.43%

ADMET: Metabolism

CYP1A2-inhibitor:  0.001
CYP1A2-substrate:  0.009
CYP2C19-inhibitor:  0.027
CYP2C19-substrate:  0.047
CYP2C9-inhibitor:  0.039
CYP2C9-substrate:  0.059
CYP2D6-inhibitor:  0.005
CYP2D6-substrate:  0.033
CYP3A4-inhibitor:  0.028
CYP3A4-substrate:  0.126

ADMET: Excretion

Clearance (CL):  7.236
Half-life (T1/2):  0.913

ADMET: Toxicity

hERG Blockers:  0.001
Human Hepatotoxicity (H-HT):  0.911
Drug-inuced Liver Injury (DILI):  0.165
AMES Toxicity:  0.008
Rat Oral Acute Toxicity:  0.005
Maximum Recommended Daily Dose:  0.037
Skin Sensitization:  0.203
Carcinogencity:  0.019
Eye Corrosion:  0.003
Eye Irritation:  0.006
Respiratory Toxicity:  0.189

Download Data

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

  Natural Product: NPC315131

Natural Product ID:  NPC315131
Common Name*:   HUOUXPWOUNLCOX-IWIWXMQLSA-N
IUPAC Name:   n.a.
Synonyms:  
Standard InCHIKey:  HUOUXPWOUNLCOX-IWIWXMQLSA-N
Standard InCHI:  InChI=1S/C32H59N5O9/c1-11-25(40)36-28(18(6)7)32(46)37-29(19(8)9)31(45)35-21(12-16(2)3)23(38)14-26(41)33-20(10)30(44)34-22(13-17(4)5)24(39)15-27(42)43/h16-24,28-29,38-39H,11-15H2,1-10H3,(H,33,41)(H,34,44)(H,35,45)(H,36,40)(H,37,46)(H,42,43)/t20-,21-,22-,23-,24-,28-,29-/m0/s1
SMILES:  CCC(=N[C@H](C(=N[C@H](C(=N[C@H]([C@H](CC(=N[C@H](C(=N[C@H]([C@H](CC(=O)O)O)CC(C)C)O)C)O)O)CC(C)C)O)C(C)C)O)C(C)C)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL3314610
PubChem CID:   NA
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000264] Organic acids and derivatives
      • [CHEMONTID:0001813] Peptidomimetics
        • [CHEMONTID:0002010] Hybrid peptides

*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
NPO33573 Streptomyces sp. ACT232 Species Streptomycetaceae Bacteria Deep-sea sediments Hatsu-shima, Sagami-Bay, Japan, at a depth of 1174 m 2001-DEC PMID[24960234]

☑ 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
NPT5077 Individual Protein Cathepsin B Bos taurus IC50 = 10000.0 nM PMID[486217]
NPT2 Others Unspecified IC50 = 18.0 nM PMID[486217]

☑ 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 NPC315131 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
1.0 High Similarity NPC315535
1.0 High Similarity NPC478017
0.9861 High Similarity NPC316242
0.8462 Intermediate Similarity NPC473984
0.8072 Intermediate Similarity NPC227051
0.7952 Intermediate Similarity NPC155670
0.7952 Intermediate Similarity NPC95478
0.7952 Intermediate Similarity NPC145748
0.7949 Intermediate Similarity NPC86064
0.7831 Intermediate Similarity NPC477730
0.7821 Intermediate Similarity NPC43219
0.7816 Intermediate Similarity NPC477729
0.7662 Intermediate Similarity NPC478256
0.7532 Intermediate Similarity NPC473985
0.7532 Intermediate Similarity NPC475808
0.7532 Intermediate Similarity NPC474299
0.7532 Intermediate Similarity NPC28348
0.7532 Intermediate Similarity NPC474298
0.7471 Intermediate Similarity NPC477728
0.7209 Intermediate Similarity NPC47135
0.7111 Intermediate Similarity NPC193386
0.7089 Intermediate Similarity NPC472579
0.6988 Remote Similarity NPC476324
0.6988 Remote Similarity NPC476130
0.6977 Remote Similarity NPC314466
0.6962 Remote Similarity NPC195165
0.6962 Remote Similarity NPC470110
0.6951 Remote Similarity NPC138435
0.6947 Remote Similarity NPC134504
0.6947 Remote Similarity NPC47076
0.6892 Remote Similarity NPC472578
0.6882 Remote Similarity NPC315237
0.6835 Remote Similarity NPC470109
0.6829 Remote Similarity NPC477641
0.6829 Remote Similarity NPC141325
0.6829 Remote Similarity NPC320865
0.6829 Remote Similarity NPC477643
0.679 Remote Similarity NPC476285
0.6709 Remote Similarity NPC470108
0.6707 Remote Similarity NPC477200
0.6706 Remote Similarity NPC472594
0.6667 Remote Similarity NPC314273
0.6667 Remote Similarity NPC193280
0.6633 Remote Similarity NPC220234
0.6627 Remote Similarity NPC474403
0.6602 Remote Similarity NPC67009
0.6585 Remote Similarity NPC477642
0.6585 Remote Similarity NPC476291
0.6556 Remote Similarity NPC320936
0.6538 Remote Similarity NPC329305
0.6526 Remote Similarity NPC208537
0.6526 Remote Similarity NPC270005
0.65 Remote Similarity NPC322319
0.65 Remote Similarity NPC326651
0.65 Remote Similarity NPC325117
0.6489 Remote Similarity NPC39290
0.6489 Remote Similarity NPC159369
0.6471 Remote Similarity NPC472595
0.6444 Remote Similarity NPC474312
0.6436 Remote Similarity NPC124554
0.6436 Remote Similarity NPC301148
0.6436 Remote Similarity NPC5864
0.6429 Remote Similarity NPC478015
0.6429 Remote Similarity NPC478016
0.6429 Remote Similarity NPC478014
0.6375 Remote Similarity NPC314103
0.6373 Remote Similarity NPC198344
0.6364 Remote Similarity NPC321468
0.6364 Remote Similarity NPC327748
0.6351 Remote Similarity NPC270041
0.6329 Remote Similarity NPC145627
0.6316 Remote Similarity NPC317147
0.6311 Remote Similarity NPC124549
0.6301 Remote Similarity NPC322946
0.63 Remote Similarity NPC234542
0.6296 Remote Similarity NPC476330
0.6289 Remote Similarity NPC226513
0.6286 Remote Similarity NPC475150
0.6282 Remote Similarity NPC329564
0.6282 Remote Similarity NPC327170
0.6282 Remote Similarity NPC470363
0.625 Remote Similarity NPC80350
0.625 Remote Similarity NPC37681
0.625 Remote Similarity NPC474552
0.6239 Remote Similarity NPC50694
0.6238 Remote Similarity NPC473224
0.6226 Remote Similarity NPC473578
0.6224 Remote Similarity NPC470283
0.6211 Remote Similarity NPC322966
0.618 Remote Similarity NPC51695
0.618 Remote Similarity NPC253703
0.618 Remote Similarity NPC200085
0.618 Remote Similarity NPC314858
0.6164 Remote Similarity NPC90904
0.6163 Remote Similarity NPC476248
0.6161 Remote Similarity NPC477237
0.6154 Remote Similarity NPC74035
0.6154 Remote Similarity NPC53858
0.6154 Remote Similarity NPC254541
0.6154 Remote Similarity NPC320598
0.6154 Remote Similarity NPC317143
0.6154 Remote Similarity NPC84128
0.6154 Remote Similarity NPC316826
0.6136 Remote Similarity NPC330017
0.6132 Remote Similarity NPC171734
0.6129 Remote Similarity NPC277918
0.6129 Remote Similarity NPC476523
0.6126 Remote Similarity NPC201968
0.6125 Remote Similarity NPC327252
0.6117 Remote Similarity NPC227622
0.6111 Remote Similarity NPC474702
0.6104 Remote Similarity NPC318260
0.6098 Remote Similarity NPC474402
0.6091 Remote Similarity NPC471645
0.6076 Remote Similarity NPC475821
0.6055 Remote Similarity NPC469865
0.6053 Remote Similarity NPC477238
0.6049 Remote Similarity NPC145658
0.6047 Remote Similarity NPC315897
0.6042 Remote Similarity NPC292345
0.6026 Remote Similarity NPC189301
0.6026 Remote Similarity NPC176164
0.6022 Remote Similarity NPC472351
0.6 Remote Similarity NPC137327
0.6 Remote Similarity NPC14537
0.6 Remote Similarity NPC477644
0.5963 Remote Similarity NPC476875
0.5952 Remote Similarity NPC469925
0.5949 Remote Similarity NPC321536
0.5946 Remote Similarity NPC329181
0.5946 Remote Similarity NPC319110
0.5943 Remote Similarity NPC473252
0.5905 Remote Similarity NPC476877
0.589 Remote Similarity NPC131770
0.589 Remote Similarity NPC200618
0.5888 Remote Similarity NPC137453
0.5888 Remote Similarity NPC475800
0.5882 Remote Similarity NPC126779
0.5882 Remote Similarity NPC319007
0.5876 Remote Similarity NPC470284
0.5875 Remote Similarity NPC471129
0.5875 Remote Similarity NPC143722
0.5875 Remote Similarity NPC472020
0.5875 Remote Similarity NPC472019
0.5875 Remote Similarity NPC226602
0.587 Remote Similarity NPC23984
0.5851 Remote Similarity NPC323180
0.5849 Remote Similarity NPC128303
0.5849 Remote Similarity NPC323720
0.5844 Remote Similarity NPC322573
0.5843 Remote Similarity NPC228411
0.5833 Remote Similarity NPC118524
0.5833 Remote Similarity NPC315525
0.5833 Remote Similarity NPC135043
0.5824 Remote Similarity NPC469492
0.5816 Remote Similarity NPC474593
0.5816 Remote Similarity NPC475801
0.581 Remote Similarity NPC72401
0.581 Remote Similarity NPC325339
0.5806 Remote Similarity NPC246005
0.5802 Remote Similarity NPC472021
0.5794 Remote Similarity NPC476876
0.5794 Remote Similarity NPC241394
0.5794 Remote Similarity NPC475918
0.5789 Remote Similarity NPC263065
0.5789 Remote Similarity NPC477199
0.5789 Remote Similarity NPC175419
0.5789 Remote Similarity NPC189178
0.5784 Remote Similarity NPC473597
0.5783 Remote Similarity NPC41429
0.578 Remote Similarity NPC474725
0.5776 Remote Similarity NPC160688
0.5769 Remote Similarity NPC233932
0.5765 Remote Similarity NPC306696
0.5763 Remote Similarity NPC470650
0.5763 Remote Similarity NPC470654
0.5763 Remote Similarity NPC470653
0.5761 Remote Similarity NPC469517
0.5758 Remote Similarity NPC474576
0.5755 Remote Similarity NPC474563
0.5753 Remote Similarity NPC319709
0.5753 Remote Similarity NPC324004
0.5753 Remote Similarity NPC289484
0.5753 Remote Similarity NPC21844
0.5753 Remote Similarity NPC328497
0.575 Remote Similarity NPC473599
0.5747 Remote Similarity NPC170963
0.5747 Remote Similarity NPC470268
0.5747 Remote Similarity NPC114640
0.5747 Remote Similarity NPC306973
0.5747 Remote Similarity NPC126366
0.5747 Remote Similarity NPC33267
0.5747 Remote Similarity NPC169976
0.5747 Remote Similarity NPC324165
0.5732 Remote Similarity NPC469923
0.5714 Remote Similarity NPC191774
0.5714 Remote Similarity NPC477145
0.5714 Remote Similarity NPC316889
0.5714 Remote Similarity NPC42320
0.5714 Remote Similarity NPC473741

  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 NPC315131 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 NPD7918 Clinical (unspecified phase)
1.0 High Similarity NPD7917 Clinical (unspecified phase)
0.7209 Intermediate Similarity NPD7345 Approved
0.7051 Intermediate Similarity NPD2263 Discontinued
0.7037 Intermediate Similarity NPD6944 Clinical (unspecified phase)
0.6915 Remote Similarity NPD8394 Approved
0.6829 Remote Similarity NPD2256 Clinical (unspecified phase)
0.6778 Remote Similarity NPD619 Phase 3
0.6706 Remote Similarity NPD2689 Clinical (unspecified phase)
0.6667 Remote Similarity NPD3724 Clinical (unspecified phase)
0.6598 Remote Similarity NPD4228 Discovery
0.6559 Remote Similarity NPD4264 Clinical (unspecified phase)
0.6538 Remote Similarity NPD8305 Approved
0.6538 Remote Similarity NPD8306 Approved
0.6437 Remote Similarity NPD3160 Suspended
0.6429 Remote Similarity NPD3187 Discontinued
0.6395 Remote Similarity NPD2257 Approved
0.6395 Remote Similarity NPD1453 Phase 1
0.6346 Remote Similarity NPD1829 Clinical (unspecified phase)
0.6346 Remote Similarity NPD1828 Approved
0.6346 Remote Similarity NPD1827 Clinical (unspecified phase)
0.6333 Remote Similarity NPD1448 Clinical (unspecified phase)
0.6316 Remote Similarity NPD3716 Discontinued
0.6301 Remote Similarity NPD9441 Phase 2
0.6296 Remote Similarity NPD8298 Phase 2
0.6267 Remote Similarity NPD3729 Clinical (unspecified phase)
0.6238 Remote Similarity NPD8418 Phase 2
0.6235 Remote Similarity NPD1147 Phase 2
0.6203 Remote Similarity NPD574 Approved
0.619 Remote Similarity NPD8307 Discontinued
0.619 Remote Similarity NPD8140 Approved
0.6173 Remote Similarity NPD7909 Approved
0.6168 Remote Similarity NPD6421 Discontinued
0.6125 Remote Similarity NPD575 Clinical (unspecified phase)
0.6118 Remote Similarity NPD9446 Approved
0.6117 Remote Similarity NPD8139 Approved
0.6117 Remote Similarity NPD8085 Approved
0.6117 Remote Similarity NPD8086 Approved
0.6117 Remote Similarity NPD8084 Approved
0.6117 Remote Similarity NPD8138 Approved
0.6117 Remote Similarity NPD8082 Approved
0.6117 Remote Similarity NPD8083 Approved
0.6058 Remote Similarity NPD8276 Approved
0.6058 Remote Similarity NPD8275 Approved
0.6047 Remote Similarity NPD1825 Clinical (unspecified phase)
0.6042 Remote Similarity NPD618 Clinical (unspecified phase)
0.6024 Remote Similarity NPD1429 Clinical (unspecified phase)
0.602 Remote Similarity NPD6699 Clinical (unspecified phase)
0.6019 Remote Similarity NPD8087 Discontinued
0.6 Remote Similarity NPD7841 Clinical (unspecified phase)
0.6 Remote Similarity NPD8081 Approved
0.5976 Remote Similarity NPD1831 Phase 3
0.596 Remote Similarity NPD5781 Clinical (unspecified phase)
0.5946 Remote Similarity NPD7915 Approved
0.5946 Remote Similarity NPD7916 Approved
0.5943 Remote Similarity NPD8393 Approved
0.5926 Remote Similarity NPD6941 Approved
0.5918 Remote Similarity NPD4780 Clinical (unspecified phase)
0.5914 Remote Similarity NPD7643 Phase 1
0.59 Remote Similarity NPD573 Clinical (unspecified phase)
0.5895 Remote Similarity NPD3723 Clinical (unspecified phase)
0.5895 Remote Similarity NPD7760 Phase 2
0.5895 Remote Similarity NPD7759 Phase 2
0.5882 Remote Similarity NPD4242 Approved
0.5875 Remote Similarity NPD3198 Approved
0.587 Remote Similarity NPD612 Discontinued
0.5833 Remote Similarity NPD9421 Phase 1
0.5824 Remote Similarity NPD3732 Approved
0.5823 Remote Similarity NPD9433 Approved
0.5814 Remote Similarity NPD8277 Approved
0.5789 Remote Similarity NPD9204 Approved
0.5789 Remote Similarity NPD9205 Approved
0.5784 Remote Similarity NPD6428 Approved
0.5765 Remote Similarity NPD4241 Registered
0.5753 Remote Similarity NPD3211 Approved
0.5741 Remote Similarity NPD8175 Discontinued
0.5732 Remote Similarity NPD9676 Phase 3
0.5728 Remote Similarity NPD8038 Phase 2
0.5727 Remote Similarity NPD6420 Discontinued
0.5714 Remote Similarity NPD4278 Clinical (unspecified phase)
0.5698 Remote Similarity NPD8278 Approved
0.5684 Remote Similarity NPD3733 Clinical (unspecified phase)
0.566 Remote Similarity NPD7140 Approved
0.566 Remote Similarity NPD7141 Clinical (unspecified phase)
0.566 Remote Similarity NPD7139 Approved
0.5647 Remote Similarity NPD375 Phase 2
0.5647 Remote Similarity NPD5380 Approved
0.5644 Remote Similarity NPD1447 Phase 3
0.5644 Remote Similarity NPD1446 Phase 3
0.5641 Remote Similarity NPD3730 Approved
0.5641 Remote Similarity NPD3728 Approved
0.5636 Remote Similarity NPD6413 Approved
0.5632 Remote Similarity NPD2696 Approved
0.5632 Remote Similarity NPD2694 Approved
0.5632 Remote Similarity NPD2697 Approved
0.5632 Remote Similarity NPD2695 Approved
0.5625 Remote Similarity NPD9661 Approved
0.5616 Remote Similarity NPD1152 Phase 2
0.5612 Remote Similarity NPD4759 Clinical (unspecified phase)
0.561 Remote Similarity NPD9656 Approved
0.56 Remote Similarity NPD4261 Phase 1

  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