Natural Product: NPC302564

Natural Product ID:  NPC302564
Common Name:   Phomalactone
IUPAC Name:   (2S,3S)-3-hydroxy-2-[(E)-prop-1-enyl]-2,3-dihydropyran-6-one
Synonyms:   Phomalactone
Molecular Formula:   C8H10O3
Standard InCHIKey:  OKDRUMBNXIYUEO-VHJVCUAWSA-N
Standard InCHI:  InChI=1S/C8H10O3/c1-2-3-7-6(9)4-5-8(10)11-7/h2-7,9H,1H3/b3-2+/t6-,7-/m0/s1
Canonical SMILES:  C/C=C/[C@@H]1OC(=O)C=C[C@@H]1O
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
NPO33104 sepedonium chrysospermum Species Hypocreaceae Eukaryota New Zealand PMID[17067166]
NPO9334 Strychnos mattogrossensis Species Loganiaceae Eukaryota UNPD*
NPO15986 Alangium chinense Species Cornaceae Eukaryota UNPD*
NPO26705 Rhodiola kirilowii Species Crassulaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT168 Cell Line P388 Mus musculus IC50 = 40900 nM 17067166

  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 NPC302564 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
0.9167 High Similarity NPC273600
0.9016 High Similarity NPC201356
0.8852 High Similarity NPC96414
0.8548 High Similarity NPC19769
0.8413 Intermediate Similarity NPC475675
0.8413 Intermediate Similarity NPC475555
0.8364 Intermediate Similarity NPC275316
0.8182 Intermediate Similarity NPC202011
0.8136 Intermediate Similarity NPC230296
0.8125 Intermediate Similarity NPC276299
0.8095 Intermediate Similarity NPC470808
0.8033 Intermediate Similarity NPC97570
0.803 Intermediate Similarity NPC475982
0.7903 Intermediate Similarity NPC26223
0.7879 Intermediate Similarity NPC63873
0.7778 Intermediate Similarity NPC26810
0.7692 Intermediate Similarity NPC470123
0.7656 Intermediate Similarity NPC473737
0.7639 Intermediate Similarity NPC248775
0.7581 Intermediate Similarity NPC223679
0.7576 Intermediate Similarity NPC146811
0.7538 Intermediate Similarity NPC148233
0.7538 Intermediate Similarity NPC25747
0.7538 Intermediate Similarity NPC308457
0.7534 Intermediate Similarity NPC470149
0.7534 Intermediate Similarity NPC470148
0.7534 Intermediate Similarity NPC180725
0.75 Intermediate Similarity NPC474026
0.75 Intermediate Similarity NPC475711
0.7463 Intermediate Similarity NPC122627
0.746 Intermediate Similarity NPC159650
0.746 Intermediate Similarity NPC22897
0.7432 Intermediate Similarity NPC470147
0.7432 Intermediate Similarity NPC133226
0.7424 Intermediate Similarity NPC478098
0.7424 Intermediate Similarity NPC478099
0.7419 Intermediate Similarity NPC135863
0.7419 Intermediate Similarity NPC129150
0.7397 Intermediate Similarity NPC28049
0.7391 Intermediate Similarity NPC59558
0.7385 Intermediate Similarity NPC475073
0.7385 Intermediate Similarity NPC2328
0.7361 Intermediate Similarity NPC470705
0.7361 Intermediate Similarity NPC203277
0.7344 Intermediate Similarity NPC130953
0.7333 Intermediate Similarity NPC477781
0.7333 Intermediate Similarity NPC477780
0.7324 Intermediate Similarity NPC315843
0.7324 Intermediate Similarity NPC107654
0.7313 Intermediate Similarity NPC124586
0.7313 Intermediate Similarity NPC478101
0.7313 Intermediate Similarity NPC37382
0.7302 Intermediate Similarity NPC254095
0.7302 Intermediate Similarity NPC474084
0.7258 Intermediate Similarity NPC324224
0.7258 Intermediate Similarity NPC472808
0.7246 Intermediate Similarity NPC151481
0.7222 Intermediate Similarity NPC161038
0.7206 Intermediate Similarity NPC478097
0.7206 Intermediate Similarity NPC478100
0.72 Intermediate Similarity NPC121374
0.7183 Intermediate Similarity NPC185186
0.7183 Intermediate Similarity NPC327383
0.7164 Intermediate Similarity NPC282760
0.7162 Intermediate Similarity NPC473471
0.7162 Intermediate Similarity NPC318481
0.7162 Intermediate Similarity NPC279532
0.7143 Intermediate Similarity NPC294938
0.7143 Intermediate Similarity NPC315559
0.7143 Intermediate Similarity NPC476037
0.7143 Intermediate Similarity NPC293437
0.7143 Intermediate Similarity NPC265551
0.7143 Intermediate Similarity NPC249850
0.7143 Intermediate Similarity NPC212730
0.7123 Intermediate Similarity NPC301207
0.7123 Intermediate Similarity NPC127118
0.7123 Intermediate Similarity NPC209113
0.7119 Intermediate Similarity NPC15789
0.7105 Intermediate Similarity NPC297440
0.7101 Intermediate Similarity NPC475760
0.7101 Intermediate Similarity NPC238223
0.7091 Intermediate Similarity NPC57923
0.7077 Intermediate Similarity NPC98519
0.7067 Intermediate Similarity NPC1180
0.7049 Intermediate Similarity NPC116366
0.7042 Intermediate Similarity NPC316185
0.7042 Intermediate Similarity NPC293114
0.7031 Intermediate Similarity NPC187770
0.7027 Intermediate Similarity NPC49302
0.7027 Intermediate Similarity NPC51809
0.7027 Intermediate Similarity NPC176329
0.7027 Intermediate Similarity NPC474818
0.7027 Intermediate Similarity NPC275530
0.7027 Intermediate Similarity NPC125365
0.7013 Intermediate Similarity NPC313677
0.6986 Remote Similarity NPC478191
0.6986 Remote Similarity NPC478195
0.6986 Remote Similarity NPC478194
0.6986 Remote Similarity NPC285840
0.6986 Remote Similarity NPC327041
0.6986 Remote Similarity NPC478192
0.6986 Remote Similarity NPC478193
0.6986 Remote Similarity NPC478196
0.6984 Remote Similarity NPC51846
0.697 Remote Similarity NPC55376
0.6957 Remote Similarity NPC25298
0.6957 Remote Similarity NPC132286
0.6944 Remote Similarity NPC284006
0.6944 Remote Similarity NPC329890
0.6935 Remote Similarity NPC135537
0.6935 Remote Similarity NPC218486
0.6935 Remote Similarity NPC151761
0.6935 Remote Similarity NPC159535
0.6933 Remote Similarity NPC279214
0.6933 Remote Similarity NPC221095
0.6923 Remote Similarity NPC222852
0.6923 Remote Similarity NPC322186
0.6923 Remote Similarity NPC44261
0.6923 Remote Similarity NPC142111
0.6923 Remote Similarity NPC473315
0.6923 Remote Similarity NPC82465
0.6912 Remote Similarity NPC471566
0.6912 Remote Similarity NPC471565
0.6909 Remote Similarity NPC221250
0.6901 Remote Similarity NPC476012
0.6892 Remote Similarity NPC326661
0.6875 Remote Similarity NPC319423
0.6875 Remote Similarity NPC472445
0.6857 Remote Similarity NPC310210
0.6857 Remote Similarity NPC474823
0.6849 Remote Similarity NPC474280
0.6849 Remote Similarity NPC326504
0.6835 Remote Similarity NPC473308
0.6833 Remote Similarity NPC236338
0.6818 Remote Similarity NPC471278
0.6806 Remote Similarity NPC475762
0.6806 Remote Similarity NPC178575
0.6795 Remote Similarity NPC251026
0.6786 Remote Similarity NPC41409
0.678 Remote Similarity NPC128520
0.6774 Remote Similarity NPC327103
0.6769 Remote Similarity NPC189700
0.6769 Remote Similarity NPC21946
0.6765 Remote Similarity NPC90463
0.6761 Remote Similarity NPC130618
0.6761 Remote Similarity NPC475004
0.6757 Remote Similarity NPC473948
0.6757 Remote Similarity NPC260396
0.6757 Remote Similarity NPC473582
0.6727 Remote Similarity NPC203382
0.6727 Remote Similarity NPC8270
0.6719 Remote Similarity NPC245002
0.6719 Remote Similarity NPC150717
0.6719 Remote Similarity NPC86948
0.6716 Remote Similarity NPC263732
0.6712 Remote Similarity NPC329914
0.6709 Remote Similarity NPC161045
0.6667 Remote Similarity NPC473361
0.6667 Remote Similarity NPC471556
0.6667 Remote Similarity NPC150502
0.6667 Remote Similarity NPC469469
0.6667 Remote Similarity NPC188860
0.6667 Remote Similarity NPC329904
0.6667 Remote Similarity NPC476589
0.6667 Remote Similarity NPC476586
0.6667 Remote Similarity NPC477778
0.6667 Remote Similarity NPC208473
0.6625 Remote Similarity NPC474251
0.6625 Remote Similarity NPC475035
0.6625 Remote Similarity NPC161670
0.6623 Remote Similarity NPC99651
0.6623 Remote Similarity NPC139712
0.6622 Remote Similarity NPC114727
0.6622 Remote Similarity NPC476590
0.6622 Remote Similarity NPC473489
0.6618 Remote Similarity NPC68110
0.6618 Remote Similarity NPC179087
0.6618 Remote Similarity NPC210303
0.6618 Remote Similarity NPC476584
0.6618 Remote Similarity NPC44343
0.6615 Remote Similarity NPC71755
0.6615 Remote Similarity NPC44542
0.6613 Remote Similarity NPC191643
0.6582 Remote Similarity NPC474959
0.6582 Remote Similarity NPC310450
0.6582 Remote Similarity NPC475046
0.6582 Remote Similarity NPC11383
0.6579 Remote Similarity NPC474278
0.6579 Remote Similarity NPC233071
0.6571 Remote Similarity NPC470033
0.6567 Remote Similarity NPC81896
0.6567 Remote Similarity NPC309408
0.6567 Remote Similarity NPC321919
0.6562 Remote Similarity NPC317899
0.6557 Remote Similarity NPC221467
0.6548 Remote Similarity NPC3952
0.6543 Remote Similarity NPC471494
0.6543 Remote Similarity NPC475034
0.6543 Remote Similarity NPC11804
0.6543 Remote Similarity NPC470124

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC302564 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
0.7031 Intermediate Similarity NPD585 Clinical (unspecified phase)
0.7031 Intermediate Similarity NPD69 Approved
0.7031 Intermediate Similarity NPD9119 Approved
0.6875 Remote Similarity NPD9118 Approved
0.6515 Remote Similarity NPD6109 Phase 1
0.6167 Remote Similarity NPD9090 Phase 3
0.6129 Remote Similarity NPD4220 Pre-registration
0.6087 Remote Similarity NPD4246 Clinical (unspecified phase)
0.6024 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5977 Remote Similarity NPD7838 Discovery
0.5938 Remote Similarity NPD6927 Phase 3
0.5893 Remote Similarity NPD9115 Approved
0.5811 Remote Similarity NPD4247 Clinical (unspecified phase)
0.5795 Remote Similarity NPD6698 Approved
0.5795 Remote Similarity NPD46 Approved
0.5753 Remote Similarity NPD2685 Clinical (unspecified phase)
0.5745 Remote Similarity NPD5344 Discontinued
0.5738 Remote Similarity NPD6096 Approved
0.5738 Remote Similarity NPD6097 Approved
0.5699 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5699 Remote Similarity NPD4225 Approved
0.5667 Remote Similarity NPD9091 Suspended
0.5667 Remote Similarity NPD9297 Discontinued
0.5616 Remote Similarity NPD3197 Phase 1

Structure

External Identifiers

PubChem CID   6475274
ChEMBL   CHEMBL450609
ZINC  

Physicochemical Properties

Molecular Weight:  154.06
ALogP:  0.6162
MLogP:  2.01
XLogP:  0.944
# Rotatable Bonds:  3
Polar Surface Area:  46.53
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  1
# Heavy Atoms:  11

Download Data

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Similar NPs/Drugs