Natural Product: NPC244923

Natural Product ID:  NPC244923
Common Name:   Globosumone B
IUPAC Name:   [(4S)-4-hydroxy-2-oxopentyl] 2,4-dihydroxy-6-methylbenzoate
Synonyms:  
Molecular Formula:   C13H16O6
Standard InCHIKey:  XPROBYNUZWGFGY-QMMMGPOBSA-N
Standard InCHI:  InChI=1S/C13H16O6/c1-7-3-9(15)5-11(17)12(7)13(18)19-6-10(16)4-8(2)14/h3,5,8,14-15,17H,4,6H2,1-2H3/t8-/m0/s1
Canonical SMILES:  C[C@@H](CC(=O)COC(=O)c1c(C)cc(cc1O)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
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota PMID[15921417]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT397 Cell Line NCI-H460 Homo sapiens IC50 = 24800 nM 15921417
NPT83 Cell Line MCF7 Homo sapiens IC50 = 21900 nM 15921417
NPT395 Cell Line SF-268 Homo sapiens IC50 = 29100 nM 15921417
NPT783 Cell Line MIA PaCa-2 Homo sapiens IC50 = 30200 nM 15921417

  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 NPC244923 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
0.9559 High Similarity NPC52358
0.9485 High Similarity NPC478200
0.9485 High Similarity NPC94248
0.9485 High Similarity NPC191835
0.9485 High Similarity NPC33144
0.9485 High Similarity NPC212693
0.9416 High Similarity NPC32360
0.9416 High Similarity NPC105456
0.9416 High Similarity NPC139634
0.9416 High Similarity NPC268052
0.9412 High Similarity NPC70380
0.9403 High Similarity NPC153783
0.9348 High Similarity NPC158472
0.9338 High Similarity NPC235115
0.9296 High Similarity NPC210320
0.9291 High Similarity NPC257558
0.9286 High Similarity NPC354984
0.9286 High Similarity NPC51106
0.9281 High Similarity NPC478201
0.9281 High Similarity NPC478217
0.9281 High Similarity NPC472035
0.9281 High Similarity NPC313123
0.9281 High Similarity NPC158634
0.9254 High Similarity NPC219892
0.9254 High Similarity NPC189823
0.9236 High Similarity NPC56204
0.9231 High Similarity NPC73411
0.9231 High Similarity NPC215711
0.922 High Similarity NPC126882
0.922 High Similarity NPC210966
0.922 High Similarity NPC478203
0.9214 High Similarity NPC474385
0.9203 High Similarity NPC472602
0.9203 High Similarity NPC475974
0.9161 High Similarity NPC472036
0.9155 High Similarity NPC83272
0.9149 High Similarity NPC472006
0.9149 High Similarity NPC478202
0.9149 High Similarity NPC469542
0.9143 High Similarity NPC472603
0.9143 High Similarity NPC472605
0.9143 High Similarity NPC472604
0.9143 High Similarity NPC67650
0.9143 High Similarity NPC53649
0.9143 High Similarity NPC1704
0.9137 High Similarity NPC474655
0.913 High Similarity NPC149372
0.913 High Similarity NPC65837
0.913 High Similarity NPC135837
0.913 High Similarity NPC474771
0.913 High Similarity NPC178467
0.913 High Similarity NPC71256
0.913 High Similarity NPC474849
0.9116 High Similarity NPC170189
0.9116 High Similarity NPC208173
0.9091 High Similarity NPC107625
0.9085 High Similarity NPC210425
0.9085 High Similarity NPC277426
0.9085 High Similarity NPC280404
0.9085 High Similarity NPC86373
0.9071 High Similarity NPC472601
0.9071 High Similarity NPC472600
0.9065 High Similarity NPC9121
0.9065 High Similarity NPC177307
0.9065 High Similarity NPC472403
0.9051 High Similarity NPC175943
0.9041 High Similarity NPC91809
0.9034 High Similarity NPC77325
0.9034 High Similarity NPC84142
0.9034 High Similarity NPC4423
0.9028 High Similarity NPC14098
0.9021 High Similarity NPC472034
0.9014 High Similarity NPC159721
0.9014 High Similarity NPC471731
0.9007 High Similarity NPC90411
0.9007 High Similarity NPC475730
0.9 High Similarity NPC275356
0.9 High Similarity NPC88269
0.9 High Similarity NPC247409
0.9 High Similarity NPC92655
0.8993 High Similarity NPC194579
0.8993 High Similarity NPC246466
0.8993 High Similarity NPC472889
0.8986 High Similarity NPC478221
0.8986 High Similarity NPC478230
0.8986 High Similarity NPC142027
0.8986 High Similarity NPC180905
0.8986 High Similarity NPC27407
0.8986 High Similarity NPC99381
0.8986 High Similarity NPC182496
0.8986 High Similarity NPC69043
0.898 High Similarity NPC76041
0.898 High Similarity NPC478224
0.898 High Similarity NPC184284
0.898 High Similarity NPC115249
0.8973 High Similarity NPC164762
0.8973 High Similarity NPC472891
0.8966 High Similarity NPC471642
0.8966 High Similarity NPC471641
0.8966 High Similarity NPC240622
0.8966 High Similarity NPC240253
0.8958 High Similarity NPC472033
0.8958 High Similarity NPC473023
0.8951 High Similarity NPC151607
0.8951 High Similarity NPC42540
0.8944 High Similarity NPC469579
0.8944 High Similarity NPC471733
0.8936 High Similarity NPC155205
0.8921 High Similarity NPC158481
0.8919 High Similarity NPC478231
0.8919 High Similarity NPC137301
0.8905 High Similarity NPC478190
0.8904 High Similarity NPC270160
0.8904 High Similarity NPC237440
0.8897 High Similarity NPC166583
0.8897 High Similarity NPC53362
0.8881 High Similarity NPC472610
0.8873 High Similarity NPC37530
0.8865 High Similarity NPC471819
0.8859 High Similarity NPC472890
0.8859 High Similarity NPC317585
0.8844 High Similarity NPC469670
0.8844 High Similarity NPC469619
0.8836 High Similarity NPC221352
0.8836 High Similarity NPC153417
0.8832 High Similarity NPC214702
0.8832 High Similarity NPC198249
0.8832 High Similarity NPC470831
0.8828 High Similarity NPC202112
0.8828 High Similarity NPC51513
0.8811 High Similarity NPC82913
0.8806 High Similarity NPC262671
0.8806 High Similarity NPC201728
0.8803 High Similarity NPC99441
0.8794 High Similarity NPC126739
0.8794 High Similarity NPC197666
0.8786 High Similarity NPC50455
0.8786 High Similarity NPC291454
0.8784 High Similarity NPC70016
0.8784 High Similarity NPC215921
0.8784 High Similarity NPC240768
0.8784 High Similarity NPC200773
0.8777 High Similarity NPC474097
0.8776 High Similarity NPC198927
0.8776 High Similarity NPC476684
0.8768 High Similarity NPC476389
0.8767 High Similarity NPC471734
0.8767 High Similarity NPC259632
0.8759 High Similarity NPC147757
0.8759 High Similarity NPC312789
0.875 High Similarity NPC41263
0.8742 High Similarity NPC478226
0.8742 High Similarity NPC473395
0.8742 High Similarity NPC478225
0.8741 High Similarity NPC130485
0.8725 High Similarity NPC167903
0.8723 High Similarity NPC240147
0.8723 High Similarity NPC261292
0.8723 High Similarity NPC121243
0.8723 High Similarity NPC301915
0.8716 High Similarity NPC179178
0.8705 High Similarity NPC43627
0.8699 High Similarity NPC471735
0.8693 High Similarity NPC317544
0.869 High Similarity NPC66404
0.869 High Similarity NPC95123
0.8681 High Similarity NPC250755
0.8671 High Similarity NPC165172
0.8671 High Similarity NPC64664
0.8667 High Similarity NPC281477
0.8662 High Similarity NPC221104
0.8652 High Similarity NPC84699
0.8643 High Similarity NPC474394
0.8639 High Similarity NPC8817
0.8639 High Similarity NPC476463
0.863 High Similarity NPC134621
0.863 High Similarity NPC473692
0.8623 High Similarity NPC17840
0.8623 High Similarity NPC247477
0.8611 High Similarity NPC220106
0.8611 High Similarity NPC470842
0.8609 High Similarity NPC16082
0.8609 High Similarity NPC79998
0.8609 High Similarity NPC82592
0.8603 High Similarity NPC95309
0.86 High Similarity NPC273483
0.86 High Similarity NPC213224
0.8591 High Similarity NPC96501
0.859 High Similarity NPC20237
0.8581 High Similarity NPC2569
0.8581 High Similarity NPC172329
0.8571 High Similarity NPC237208
0.8571 High Similarity NPC470357
0.8571 High Similarity NPC117985
0.8562 High Similarity NPC470339
0.8552 High Similarity NPC471644
0.8552 High Similarity NPC471640
0.8552 High Similarity NPC105648
0.8552 High Similarity NPC96692
0.8552 High Similarity NPC322112

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC244923 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
0.8865 High Similarity NPD970 Clinical (unspecified phase)
0.8503 High Similarity NPD2533 Approved
0.8503 High Similarity NPD2532 Approved
0.8503 High Similarity NPD2534 Approved
0.831 Intermediate Similarity NPD230 Phase 1
0.8188 Intermediate Similarity NPD6799 Approved
0.8182 Intermediate Similarity NPD7819 Suspended
0.8141 Intermediate Similarity NPD7075 Discontinued
0.8138 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.8133 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.8129 Intermediate Similarity NPD3817 Phase 2
0.8065 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8027 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.8027 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.8014 Intermediate Similarity NPD1510 Phase 2
0.8 Intermediate Similarity NPD6801 Discontinued
0.7987 Intermediate Similarity NPD6599 Discontinued
0.7986 Intermediate Similarity NPD1240 Approved
0.7973 Intermediate Similarity NPD1549 Phase 2
0.7962 Intermediate Similarity NPD3882 Suspended
0.7961 Intermediate Similarity NPD1512 Approved
0.7949 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7941 Intermediate Similarity NPD9545 Approved
0.7898 Intermediate Similarity NPD5402 Approved
0.7891 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7885 Intermediate Similarity NPD1934 Approved
0.7877 Intermediate Similarity NPD1607 Approved
0.7875 Intermediate Similarity NPD6959 Discontinued
0.7871 Intermediate Similarity NPD4380 Phase 2
0.7867 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.784 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.784 Intermediate Similarity NPD6166 Phase 2
0.784 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7831 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7829 Intermediate Similarity NPD1511 Approved
0.7826 Intermediate Similarity NPD6232 Discontinued
0.7818 Intermediate Similarity NPD6797 Phase 2
0.7794 Intermediate Similarity NPD9493 Approved
0.7792 Intermediate Similarity NPD5403 Approved
0.7791 Intermediate Similarity NPD7473 Discontinued
0.7771 Intermediate Similarity NPD7251 Discontinued
0.7748 Intermediate Similarity NPD3750 Approved
0.7725 Intermediate Similarity NPD7808 Phase 3
0.7722 Intermediate Similarity NPD2801 Approved
0.7718 Intermediate Similarity NPD2796 Approved
0.7718 Intermediate Similarity NPD2935 Discontinued
0.7718 Intermediate Similarity NPD1551 Phase 2
0.7716 Intermediate Similarity NPD5711 Approved
0.7716 Intermediate Similarity NPD5710 Approved
0.7712 Intermediate Similarity NPD7390 Discontinued
0.7707 Intermediate Similarity NPD7411 Suspended
0.7697 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7688 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7673 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7662 Intermediate Similarity NPD5401 Approved
0.7625 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7619 Intermediate Similarity NPD943 Approved
0.7603 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.759 Intermediate Similarity NPD7054 Approved
0.759 Intermediate Similarity NPD5844 Phase 1
0.7582 Intermediate Similarity NPD6190 Approved
0.7578 Intermediate Similarity NPD3749 Approved
0.7572 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7566 Intermediate Similarity NPD2800 Approved
0.7545 Intermediate Similarity NPD7074 Phase 3
0.7545 Intermediate Similarity NPD7472 Approved
0.7535 Intermediate Similarity NPD9269 Phase 2
0.7531 Intermediate Similarity NPD919 Approved
0.753 Intermediate Similarity NPD3818 Discontinued
0.7516 Intermediate Similarity NPD7768 Phase 2
0.7515 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD9268 Approved
0.7452 Intermediate Similarity NPD920 Approved
0.7451 Intermediate Similarity NPD1243 Approved
0.7442 Intermediate Similarity NPD8150 Discontinued
0.7436 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7417 Intermediate Similarity NPD3748 Approved
0.7413 Intermediate Similarity NPD9717 Approved
0.7403 Intermediate Similarity NPD4628 Phase 3
0.74 Intermediate Similarity NPD6651 Approved
0.7391 Intermediate Similarity NPD1465 Phase 2
0.7368 Intermediate Similarity NPD5408 Approved
0.7368 Intermediate Similarity NPD5404 Approved
0.7368 Intermediate Similarity NPD5405 Approved
0.7368 Intermediate Similarity NPD5406 Approved
0.7365 Intermediate Similarity NPD3764 Approved
0.7358 Intermediate Similarity NPD3226 Approved
0.7353 Intermediate Similarity NPD6559 Discontinued
0.7343 Intermediate Similarity NPD1201 Approved
0.7338 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD447 Suspended
0.7325 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7321 Intermediate Similarity NPD3751 Discontinued
0.7308 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.729 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7289 Intermediate Similarity NPD3787 Discontinued
0.7286 Intermediate Similarity NPD405 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD5494 Approved
0.726 Intermediate Similarity NPD1203 Approved
0.726 Intermediate Similarity NPD1470 Approved
0.7255 Intermediate Similarity NPD6099 Approved
0.7255 Intermediate Similarity NPD6100 Approved
0.7248 Intermediate Similarity NPD411 Approved
0.7229 Intermediate Similarity NPD1247 Approved
0.7226 Intermediate Similarity NPD2654 Approved
0.7222 Intermediate Similarity NPD37 Approved
0.7222 Intermediate Similarity NPD422 Phase 1
0.7208 Intermediate Similarity NPD2346 Discontinued
0.7206 Intermediate Similarity NPD9266 Approved
0.7206 Intermediate Similarity NPD74 Approved
0.7195 Intermediate Similarity NPD4966 Approved
0.7195 Intermediate Similarity NPD4965 Approved
0.7195 Intermediate Similarity NPD4967 Phase 2
0.7193 Intermediate Similarity NPD5953 Discontinued
0.719 Intermediate Similarity NPD2799 Discontinued
0.7176 Intermediate Similarity NPD7286 Phase 2
0.7158 Intermediate Similarity NPD7435 Discontinued
0.7143 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD1164 Approved
0.7133 Intermediate Similarity NPD1699 Clinical (unspecified phase)
0.7132 Intermediate Similarity NPD9264 Approved
0.7132 Intermediate Similarity NPD9265 Clinical (unspecified phase)
0.7132 Intermediate Similarity NPD9263 Approved
0.7132 Intermediate Similarity NPD9267 Approved
0.712 Intermediate Similarity NPD8319 Approved
0.712 Intermediate Similarity NPD8320 Phase 1
0.7114 Intermediate Similarity NPD6832 Phase 2
0.7108 Intermediate Similarity NPD6234 Discontinued
0.7107 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7105 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7095 Intermediate Similarity NPD6534 Approved
0.7095 Intermediate Similarity NPD6535 Approved
0.7095 Intermediate Similarity NPD1019 Discontinued
0.7078 Intermediate Similarity NPD7033 Discontinued
0.7055 Intermediate Similarity NPD1608 Approved
0.7041 Intermediate Similarity NPD3926 Phase 2
0.7039 Intermediate Similarity NPD4060 Phase 1
0.7037 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7024 Intermediate Similarity NPD7199 Phase 2
0.7019 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7017 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7011 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.6995 Remote Similarity NPD6776 Approved
0.6995 Remote Similarity NPD6778 Approved
0.6995 Remote Similarity NPD6779 Approved
0.6995 Remote Similarity NPD6780 Approved
0.6995 Remote Similarity NPD6777 Approved
0.6995 Remote Similarity NPD6782 Approved
0.6995 Remote Similarity NPD6781 Approved
0.6993 Remote Similarity NPD6355 Discontinued
0.6987 Remote Similarity NPD2344 Approved
0.6982 Remote Similarity NPD7229 Phase 3
0.6981 Remote Similarity NPD7236 Approved
0.6978 Remote Similarity NPD7700 Phase 2
0.6978 Remote Similarity NPD7699 Phase 2
0.6971 Remote Similarity NPD8313 Approved
0.6971 Remote Similarity NPD8312 Approved
0.6968 Remote Similarity NPD8151 Discontinued
0.6966 Remote Similarity NPD4626 Approved
0.6966 Remote Similarity NPD8397 Clinical (unspecified phase)
0.6966 Remote Similarity NPD1778 Approved
0.6949 Remote Similarity NPD8434 Phase 2
0.6931 Remote Similarity NPD7874 Approved
0.6931 Remote Similarity NPD7875 Clinical (unspecified phase)
0.6928 Remote Similarity NPD5353 Approved
0.6919 Remote Similarity NPD7228 Approved
0.6908 Remote Similarity NPD2313 Discontinued
0.6908 Remote Similarity NPD6798 Discontinued
0.6908 Remote Similarity NPD3268 Approved
0.6901 Remote Similarity NPD2403 Approved
0.6901 Remote Similarity NPD9281 Approved
0.6899 Remote Similarity NPD1652 Phase 2
0.6897 Remote Similarity NPD4196 Clinical (unspecified phase)
0.6897 Remote Similarity NPD5691 Approved
0.6894 Remote Similarity NPD7422 Clinical (unspecified phase)
0.6893 Remote Similarity NPD8055 Clinical (unspecified phase)
0.6883 Remote Similarity NPD5124 Phase 1
0.6883 Remote Similarity NPD5123 Clinical (unspecified phase)
0.6882 Remote Similarity NPD7697 Approved
0.6882 Remote Similarity NPD7698 Approved
0.6882 Remote Similarity NPD7696 Phase 3
0.6879 Remote Similarity NPD6004 Phase 3
0.6879 Remote Similarity NPD1471 Phase 3
0.6879 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6879 Remote Similarity NPD6002 Phase 3
0.6879 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6879 Remote Similarity NPD6005 Phase 3
0.6875 Remote Similarity NPD3300 Phase 2
0.6871 Remote Similarity NPD1653 Approved
0.6867 Remote Similarity NPD2798 Approved
0.6863 Remote Similarity NPD6233 Phase 2
0.6863 Remote Similarity NPD520 Approved
0.6852 Remote Similarity NPD6273 Approved
0.6849 Remote Similarity NPD17 Approved
0.6846 Remote Similarity NPD1283 Approved
0.6845 Remote Similarity NPD7871 Phase 2
0.6845 Remote Similarity NPD7870 Phase 2
0.6842 Remote Similarity NPD3027 Phase 3
0.6838 Remote Similarity NPD9261 Approved

Structure

External Identifiers

PubChem CID   11482553
ChEMBL   CHEMBL451453
ZINC  

Physicochemical Properties

Molecular Weight:  268.09
ALogP:  -1.2599
MLogP:  2.23
XLogP:  0.962
# Rotatable Bonds:  11
Polar Surface Area:  104.06
# H-Bond Aceptor:  4
# H-Bond Donor:  3
# Rings:  1
# Heavy Atoms:  19

Download Data

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