Natural Product: NPC478202

Natural Product ID:  NPC478202
Common Name:   monocillin VII
IUPAC Name:  
Synonyms:  
Molecular Formula:   C18H20O6
Standard InCHIKey:  YPFCFISQQPPOOK-VCTAVGKDSA-N
Standard InCHI:  InChI=1S/C18H20O6/c1-10-5-14-3-2-4-15(24-14)8-12(19)6-11-7-13(20)9-16(21)17(11)18(22)23-10/h2-3,7,9-10,14-15,20-21H,4-6,8H2,1H3/t10-,14-,15-/m1/s1
Canonical SMILES:  C[C@@H]1C[C@H]2C=CC[C@@H](O2)CC(=O)Cc2c(C(=O)O1)c(O)cc(c2)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
NPO33700 Paecilomyces sp. SC0924 Species Clavicipitaceae Eukaryota Dinghu Mountain Biosphere Reserve, Guangdong, China 2003-MAR PMID[28749671]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT165 Cell Line HeLa Homo sapiens IC50 = 3.9 ± 0.3 µM 28749671
NPT81 Cell Line A549 Homo sapiens IC50 = 4.1 ± 0.7 µM 28749671
NPT83 Cell Line MCF7 Homo sapiens IC50 = 4.9 ± 0.5 µM 28749671
NPT7290 Organism Fusarium verticillioides Fusarium verticillioides IC50 > 100 µM 28749671
NPT7291 Organism Peronophythora litchii Peronophythora litchii IC50 = 41.0 ± 5.7 µM 28749671

  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 NPC478202 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
0.9853 High Similarity NPC478217
0.9853 High Similarity NPC313123
0.9708 High Similarity NPC472035
0.9708 High Similarity NPC478201
0.9632 High Similarity NPC191835
0.9632 High Similarity NPC33144
0.9632 High Similarity NPC478200
0.9565 High Similarity NPC158634
0.9559 High Similarity NPC149372
0.9559 High Similarity NPC178467
0.9559 High Similarity NPC474771
0.9559 High Similarity NPC65837
0.9559 High Similarity NPC70380
0.9559 High Similarity NPC474849
0.95 High Similarity NPC478203
0.95 High Similarity NPC126882
0.95 High Similarity NPC210966
0.9489 High Similarity NPC94248
0.9489 High Similarity NPC472602
0.9489 High Similarity NPC177307
0.9489 High Similarity NPC9121
0.9489 High Similarity NPC475974
0.9489 High Similarity NPC212693
0.9433 High Similarity NPC257558
0.9433 High Similarity NPC472034
0.9424 High Similarity NPC472603
0.9424 High Similarity NPC53649
0.942 High Similarity NPC268052
0.942 High Similarity NPC32360
0.942 High Similarity NPC92655
0.9416 High Similarity NPC71256
0.9371 High Similarity NPC240253
0.9371 High Similarity NPC471642
0.9371 High Similarity NPC240622
0.9371 High Similarity NPC471641
0.9366 High Similarity NPC472033
0.9362 High Similarity NPC151607
0.9362 High Similarity NPC42540
0.9353 High Similarity NPC158472
0.9353 High Similarity NPC472600
0.9353 High Similarity NPC472601
0.9348 High Similarity NPC472403
0.9343 High Similarity NPC235115
0.9301 High Similarity NPC472036
0.9296 High Similarity NPC312789
0.9291 High Similarity NPC472006
0.9291 High Similarity NPC159721
0.9286 High Similarity NPC1704
0.9286 High Similarity NPC67650
0.9286 High Similarity NPC472605
0.9286 High Similarity NPC472604
0.9281 High Similarity NPC105456
0.9281 High Similarity NPC139634
0.9281 High Similarity NPC474655
0.927 High Similarity NPC27407
0.9265 High Similarity NPC153783
0.922 High Similarity NPC474385
0.9214 High Similarity NPC155205
0.9197 High Similarity NPC175943
0.9161 High Similarity NPC83272
0.9155 High Similarity NPC51106
0.9155 High Similarity NPC354984
0.9155 High Similarity NPC471731
0.9155 High Similarity NPC472610
0.9155 High Similarity NPC469542
0.9149 High Similarity NPC475730
0.9149 High Similarity NPC244923
0.9143 High Similarity NPC52358
0.9143 High Similarity NPC88269
0.9137 High Similarity NPC194579
0.913 High Similarity NPC142027
0.9124 High Similarity NPC43627
0.9118 High Similarity NPC219892
0.9118 High Similarity NPC189823
0.911 High Similarity NPC472891
0.9103 High Similarity NPC153417
0.9097 High Similarity NPC473023
0.9097 High Similarity NPC107625
0.9091 High Similarity NPC210425
0.9091 High Similarity NPC277426
0.9091 High Similarity NPC280404
0.9091 High Similarity NPC86373
0.9085 High Similarity NPC250755
0.9085 High Similarity NPC471733
0.9085 High Similarity NPC471644
0.9085 High Similarity NPC471640
0.9085 High Similarity NPC469579
0.9071 High Similarity NPC221104
0.9065 High Similarity NPC50455
0.9065 High Similarity NPC291454
0.9058 High Similarity NPC474097
0.9051 High Similarity NPC476389
0.9041 High Similarity NPC84142
0.9034 High Similarity NPC210320
0.9028 High Similarity NPC473692
0.9021 High Similarity NPC471643
0.9021 High Similarity NPC471639
0.9014 High Similarity NPC37530
0.9014 High Similarity NPC470842
0.9007 High Similarity NPC247409
0.9 High Similarity NPC261292
0.9 High Similarity NPC135837
0.9 High Similarity NPC301915
0.8986 High Similarity NPC76041
0.8986 High Similarity NPC478224
0.8986 High Similarity NPC115249
0.8986 High Similarity NPC184284
0.898 High Similarity NPC56204
0.898 High Similarity NPC60413
0.898 High Similarity NPC164762
0.8978 High Similarity NPC214702
0.8978 High Similarity NPC470831
0.8973 High Similarity NPC221352
0.8973 High Similarity NPC215711
0.8973 High Similarity NPC73411
0.8951 High Similarity NPC82913
0.8944 High Similarity NPC99441
0.8929 High Similarity NPC158481
0.8926 High Similarity NPC137301
0.8919 High Similarity NPC91809
0.8919 High Similarity NPC70016
0.8919 High Similarity NPC215921
0.8912 High Similarity NPC6923
0.8912 High Similarity NPC476684
0.8905 High Similarity NPC17840
0.8905 High Similarity NPC247477
0.8904 High Similarity NPC471734
0.8904 High Similarity NPC14098
0.8897 High Similarity NPC134621
0.8897 High Similarity NPC41263
0.8873 High Similarity NPC57380
0.8873 High Similarity NPC275356
0.8867 High Similarity NPC472890
0.8867 High Similarity NPC69043
0.8867 High Similarity NPC478230
0.8867 High Similarity NPC208173
0.8867 High Similarity NPC170189
0.8857 High Similarity NPC182496
0.8857 High Similarity NPC180905
0.8851 High Similarity NPC158866
0.8851 High Similarity NPC469619
0.8851 High Similarity NPC469670
0.8844 High Similarity NPC37139
0.8836 High Similarity NPC163846
0.8836 High Similarity NPC471735
0.8836 High Similarity NPC237208
0.8836 High Similarity NPC225173
0.8828 High Similarity NPC66404
0.8828 High Similarity NPC95123
0.8828 High Similarity NPC184702
0.8819 High Similarity NPC96692
0.8819 High Similarity NPC49108
0.88 High Similarity NPC478231
0.8794 High Similarity NPC472599
0.8792 High Similarity NPC200773
0.8792 High Similarity NPC240768
0.8784 High Similarity NPC4423
0.8784 High Similarity NPC77325
0.8784 High Similarity NPC270160
0.8784 High Similarity NPC237440
0.8776 High Similarity NPC476463
0.8776 High Similarity NPC125801
0.8767 High Similarity NPC29577
0.875 High Similarity NPC90411
0.875 High Similarity NPC16455
0.875 High Similarity NPC472889
0.875 High Similarity NPC307990
0.875 High Similarity NPC478225
0.875 High Similarity NPC263483
0.8742 High Similarity NPC317585
0.8742 High Similarity NPC478221
0.8742 High Similarity NPC99381
0.8741 High Similarity NPC295339
0.8732 High Similarity NPC245058
0.8725 High Similarity NPC295036
0.8716 High Similarity NPC172329
0.8716 High Similarity NPC2569
0.8714 High Similarity NPC48036
0.8714 High Similarity NPC470988
0.8707 High Similarity NPC470570
0.8707 High Similarity NPC51513
0.8707 High Similarity NPC202112
0.8699 High Similarity NPC470932
0.8696 High Similarity NPC92624
0.869 High Similarity NPC297985
0.869 High Similarity NPC105648
0.8684 High Similarity NPC472050
0.8681 High Similarity NPC470986
0.8681 High Similarity NPC156872
0.8681 High Similarity NPC168471
0.8681 High Similarity NPC165172
0.8676 High Similarity NPC477454
0.8676 High Similarity NPC201728
0.8676 High Similarity NPC262671
0.8675 High Similarity NPC470102
0.8671 High Similarity NPC197666
0.8671 High Similarity NPC61590
0.8671 High Similarity NPC126739
0.8667 High Similarity NPC133856
0.8662 High Similarity NPC118919

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC478202 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
0.9007 High Similarity NPD970 Clinical (unspecified phase)
0.8553 High Similarity NPD7819 Suspended
0.8514 High Similarity NPD2533 Approved
0.8514 High Similarity NPD2532 Approved
0.8514 High Similarity NPD2534 Approved
0.8403 Intermediate Similarity NPD1510 Phase 2
0.8301 Intermediate Similarity NPD7411 Suspended
0.8288 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.8288 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.8267 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.8258 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.8252 Intermediate Similarity NPD1240 Approved
0.8243 Intermediate Similarity NPD3750 Approved
0.8231 Intermediate Similarity NPD1549 Phase 2
0.8219 Intermediate Similarity NPD2796 Approved
0.8194 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.8153 Intermediate Similarity NPD7075 Discontinued
0.8138 Intermediate Similarity NPD1607 Approved
0.8129 Intermediate Similarity NPD1934 Approved
0.8121 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.8117 Intermediate Similarity NPD4380 Phase 2
0.8079 Intermediate Similarity NPD6799 Approved
0.8077 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8075 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.8069 Intermediate Similarity NPD230 Phase 1
0.8063 Intermediate Similarity NPD6232 Discontinued
0.8027 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.8025 Intermediate Similarity NPD3817 Phase 2
0.8025 Intermediate Similarity NPD7473 Discontinued
0.8013 Intermediate Similarity NPD6801 Discontinued
0.8 Intermediate Similarity NPD6599 Discontinued
0.8 Intermediate Similarity NPD6959 Discontinued
0.7973 Intermediate Similarity NPD2935 Discontinued
0.7962 Intermediate Similarity NPD2801 Approved
0.7961 Intermediate Similarity NPD1511 Approved
0.7956 Intermediate Similarity NPD9545 Approved
0.7933 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7925 Intermediate Similarity NPD3749 Approved
0.7925 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7908 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7905 Intermediate Similarity NPD3748 Approved
0.7877 Intermediate Similarity NPD943 Approved
0.7862 Intermediate Similarity NPD7768 Phase 2
0.7862 Intermediate Similarity NPD3882 Suspended
0.7862 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7857 Intermediate Similarity NPD1512 Approved
0.7852 Intermediate Similarity NPD1551 Phase 2
0.7843 Intermediate Similarity NPD7390 Discontinued
0.784 Intermediate Similarity NPD5711 Approved
0.784 Intermediate Similarity NPD5710 Approved
0.7821 Intermediate Similarity NPD3226 Approved
0.781 Intermediate Similarity NPD9493 Approved
0.7785 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7758 Intermediate Similarity NPD3818 Discontinued
0.775 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7744 Intermediate Similarity NPD6166 Phase 2
0.7744 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7744 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.774 Intermediate Similarity NPD3764 Approved
0.7733 Intermediate Similarity NPD5405 Approved
0.7733 Intermediate Similarity NPD5406 Approved
0.7733 Intermediate Similarity NPD5408 Approved
0.7733 Intermediate Similarity NPD5404 Approved
0.7711 Intermediate Similarity NPD5844 Phase 1
0.7711 Intermediate Similarity NPD7054 Approved
0.7697 Intermediate Similarity NPD1243 Approved
0.7697 Intermediate Similarity NPD2800 Approved
0.7692 Intermediate Similarity NPD5403 Approved
0.7692 Intermediate Similarity NPD920 Approved
0.7688 Intermediate Similarity NPD5402 Approved
0.7665 Intermediate Similarity NPD7074 Phase 3
0.7665 Intermediate Similarity NPD7472 Approved
0.7662 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7651 Intermediate Similarity NPD6651 Approved
0.7647 Intermediate Similarity NPD4628 Phase 3
0.7633 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7619 Intermediate Similarity NPD6797 Phase 2
0.7619 Intermediate Similarity NPD3268 Approved
0.7606 Intermediate Similarity NPD1201 Approved
0.7605 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7574 Intermediate Similarity NPD7251 Discontinued
0.7564 Intermediate Similarity NPD5401 Approved
0.7564 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.755 Intermediate Similarity NPD2799 Discontinued
0.7546 Intermediate Similarity NPD919 Approved
0.7532 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7529 Intermediate Similarity NPD7808 Phase 3
0.7517 Intermediate Similarity NPD1470 Approved
0.7515 Intermediate Similarity NPD5953 Discontinued
0.75 Intermediate Similarity NPD6100 Approved
0.75 Intermediate Similarity NPD5494 Approved
0.75 Intermediate Similarity NPD6099 Approved
0.7483 Intermediate Similarity NPD422 Phase 1
0.7471 Intermediate Similarity NPD6559 Discontinued
0.7451 Intermediate Similarity NPD2346 Discontinued
0.7434 Intermediate Similarity NPD7033 Discontinued
0.7431 Intermediate Similarity NPD9717 Approved
0.7429 Intermediate Similarity NPD405 Clinical (unspecified phase)
0.7407 Intermediate Similarity NPD1465 Phase 2
0.7397 Intermediate Similarity NPD1203 Approved
0.7397 Intermediate Similarity NPD1164 Approved
0.7396 Intermediate Similarity NPD7286 Phase 2
0.7386 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7365 Intermediate Similarity NPD6832 Phase 2
0.7358 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7356 Intermediate Similarity NPD8150 Discontinued
0.7349 Intermediate Similarity NPD1247 Approved
0.7347 Intermediate Similarity NPD2798 Approved
0.7342 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7338 Intermediate Similarity NPD2344 Approved
0.7326 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.731 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.731 Intermediate Similarity NPD1608 Approved
0.731 Intermediate Similarity NPD9269 Phase 2
0.7279 Intermediate Similarity NPD3267 Approved
0.7279 Intermediate Similarity NPD3266 Approved
0.7279 Intermediate Similarity NPD2797 Approved
0.7273 Intermediate Similarity NPD9268 Approved
0.7267 Intermediate Similarity NPD2313 Discontinued
0.7267 Intermediate Similarity NPD411 Approved
0.7267 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7261 Intermediate Similarity NPD6190 Approved
0.7256 Intermediate Similarity NPD4288 Approved
0.7246 Intermediate Similarity NPD7199 Phase 2
0.7244 Intermediate Similarity NPD2654 Approved
0.7239 Intermediate Similarity NPD37 Approved
0.7237 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7237 Intermediate Similarity NPD447 Suspended
0.7237 Intermediate Similarity NPD5124 Phase 1
0.7237 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7229 Intermediate Similarity NPD6234 Discontinued
0.7226 Intermediate Similarity NPD9266 Approved
0.7226 Intermediate Similarity NPD74 Approved
0.7222 Intermediate Similarity NPD4626 Approved
0.7212 Intermediate Similarity NPD4966 Approved
0.7212 Intermediate Similarity NPD4967 Phase 2
0.7212 Intermediate Similarity NPD4965 Approved
0.7202 Intermediate Similarity NPD7229 Phase 3
0.7175 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.717 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.716 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.716 Intermediate Similarity NPD3926 Phase 2
0.7153 Intermediate Similarity NPD9264 Approved
0.7153 Intermediate Similarity NPD5691 Approved
0.7153 Intermediate Similarity NPD9267 Approved
0.7153 Intermediate Similarity NPD9265 Clinical (unspecified phase)
0.7153 Intermediate Similarity NPD9263 Approved
0.7152 Intermediate Similarity NPD2309 Approved
0.7152 Intermediate Similarity NPD1296 Phase 2
0.7133 Intermediate Similarity NPD4908 Phase 1
0.7105 Intermediate Similarity NPD6663 Approved
0.7104 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7103 Intermediate Similarity NPD17 Approved
0.7097 Intermediate Similarity NPD4308 Phase 3
0.7095 Intermediate Similarity NPD1283 Approved
0.7095 Intermediate Similarity NPD3225 Approved
0.7089 Intermediate Similarity NPD8166 Discontinued
0.7089 Intermediate Similarity NPD7003 Approved
0.7086 Intermediate Similarity NPD8312 Approved
0.7086 Intermediate Similarity NPD8313 Approved
0.7081 Intermediate Similarity NPD6273 Approved
0.7067 Intermediate Similarity NPD5736 Approved
0.7059 Intermediate Similarity NPD4060 Phase 1
0.7055 Intermediate Similarity NPD7458 Discontinued
0.7039 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7039 Intermediate Similarity NPD1699 Clinical (unspecified phase)
0.7035 Intermediate Similarity NPD3751 Discontinued
0.7035 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7034 Intermediate Similarity NPD4196 Clinical (unspecified phase)
0.7033 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7019 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7017 Intermediate Similarity NPD6535 Approved
0.7017 Intermediate Similarity NPD4360 Phase 2
0.7017 Intermediate Similarity NPD4363 Phase 3
0.7017 Intermediate Similarity NPD6534 Approved
0.7013 Intermediate Similarity NPD6355 Discontinued
0.7007 Intermediate Similarity NPD1610 Phase 2
0.7007 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD1471 Phase 3
0.7 Intermediate Similarity NPD6808 Phase 2
0.7 Intermediate Similarity NPD1019 Discontinued
0.7 Intermediate Similarity NPD2181 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD3787 Discontinued
0.6993 Remote Similarity NPD520 Approved
0.6989 Remote Similarity NPD7435 Discontinued
0.6986 Remote Similarity NPD1778 Approved
0.6984 Remote Similarity NPD8151 Discontinued
0.6983 Remote Similarity NPD4287 Approved
0.6974 Remote Similarity NPD3027 Phase 3
0.6974 Remote Similarity NPD4625 Phase 3
0.697 Remote Similarity NPD7615 Clinical (unspecified phase)
0.6968 Remote Similarity NPD6973 Clinical (unspecified phase)
0.6966 Remote Similarity NPD8434 Phase 2
0.6966 Remote Similarity NPD1548 Phase 1
0.6959 Remote Similarity NPD3972 Approved
0.6959 Remote Similarity NPD5242 Approved
0.6952 Remote Similarity NPD8320 Phase 1
0.6952 Remote Similarity NPD8319 Approved
0.6948 Remote Similarity NPD2979 Phase 3
0.6946 Remote Similarity NPD5353 Approved

Structure

External Identifiers

PubChem CID  
ChEMBL  
ZINC  

Physicochemical Properties

Molecular Weight:  332.13
ALogP:  -1.0245
MLogP:  2.78
XLogP:  1.412
# Rotatable Bonds:  3
Polar Surface Area:  93.06
# H-Bond Aceptor:  4
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  24

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
Similar NPs/Drugs