Natural Product: NPC476643

Natural Product ID:  NPC476643
Common Name:   n.a.
IUPAC Name:  
Synonyms:   Rac-Aspergiloid A
Molecular Formula:   C20H24O4
Standard InCHIKey:  PRQPFHSCPMOHHX-VLIAUNLRSA-N
Standard InCHI:  InChI=1S/C20H24O4/c1-11-7-8-13-12-6-5-9-19(2,3)17(12)18(22)20(23-4)16(13)15(11)14(21)10-24-20/h7-8,14,21H,5-6,9-10H2,1-4H3/t14-,20+/m1/s1
Canonical SMILES:  CO[C@@]12OC[C@H](c3c2c(C2=C(C1=O)C(C)(C)CCC2)ccc3C)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
NPO31572 Aspergillus sp. Species Aspergillaceae Eukaryota healthy leaf of Ginkgo biloba campus of Nanjing University, Nanjing, China 2008-OCT PMID[22196792]
NPO33649 Aspergillus sp. YXf3 Species Aspergillaceae Eukaryota isolated from a healthy leaf of Ginkgo biloba the campus of Nanjing University, Nanjing, China 2008-OCT PMID[22196792]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 > 30000 nM 22196792

  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 NPC476643 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
0.9542 High Similarity NPC476644
0.8227 Intermediate Similarity NPC310662
0.8141 Intermediate Similarity NPC471493
0.8116 Intermediate Similarity NPC253681
0.8082 Intermediate Similarity NPC182869
0.8071 Intermediate Similarity NPC27712
0.8042 Intermediate Similarity NPC212207
0.8042 Intermediate Similarity NPC477893
0.8042 Intermediate Similarity NPC477896
0.8014 Intermediate Similarity NPC213567
0.8013 Intermediate Similarity NPC101043
0.8013 Intermediate Similarity NPC306799
0.8 Intermediate Similarity NPC60509
0.8 Intermediate Similarity NPC470330
0.8 Intermediate Similarity NPC250046
0.8 Intermediate Similarity NPC81698
0.7987 Intermediate Similarity NPC477737
0.7986 Intermediate Similarity NPC472374
0.7986 Intermediate Similarity NPC472372
0.7974 Intermediate Similarity NPC259144
0.7974 Intermediate Similarity NPC114357
0.7974 Intermediate Similarity NPC155329
0.7962 Intermediate Similarity NPC150893
0.7962 Intermediate Similarity NPC329960
0.7962 Intermediate Similarity NPC295408
0.7958 Intermediate Similarity NPC471880
0.7947 Intermediate Similarity NPC165260
0.7947 Intermediate Similarity NPC198455
0.7947 Intermediate Similarity NPC7095
0.7947 Intermediate Similarity NPC161239
0.7919 Intermediate Similarity NPC127857
0.7917 Intermediate Similarity NPC23894
0.7908 Intermediate Similarity NPC219419
0.7908 Intermediate Similarity NPC248265
0.7908 Intermediate Similarity NPC11588
0.7908 Intermediate Similarity NPC134685
0.7908 Intermediate Similarity NPC229545
0.7905 Intermediate Similarity NPC91703
0.7901 Intermediate Similarity NPC470580
0.7899 Intermediate Similarity NPC228739
0.7895 Intermediate Similarity NPC471103
0.7881 Intermediate Similarity NPC473215
0.7875 Intermediate Similarity NPC329647
0.7875 Intermediate Similarity NPC102465
0.7875 Intermediate Similarity NPC470735
0.7871 Intermediate Similarity NPC469417
0.7866 Intermediate Similarity NPC19056
0.7866 Intermediate Similarity NPC470583
0.7862 Intermediate Similarity NPC309056
0.7857 Intermediate Similarity NPC5115
0.7857 Intermediate Similarity NPC473670
0.7857 Intermediate Similarity NPC473632
0.7857 Intermediate Similarity NPC21410
0.7857 Intermediate Similarity NPC472549
0.7857 Intermediate Similarity NPC469730
0.7857 Intermediate Similarity NPC132599
0.7853 Intermediate Similarity NPC270027
0.7842 Intermediate Similarity NPC57607
0.7838 Intermediate Similarity NPC472546
0.7829 Intermediate Similarity NPC473214
0.7829 Intermediate Similarity NPC469448
0.7829 Intermediate Similarity NPC112216
0.7829 Intermediate Similarity NPC127046
0.7829 Intermediate Similarity NPC470245
0.7826 Intermediate Similarity NPC223351
0.7823 Intermediate Similarity NPC475400
0.7823 Intermediate Similarity NPC472547
0.7817 Intermediate Similarity NPC473443
0.7817 Intermediate Similarity NPC472388
0.7817 Intermediate Similarity NPC82712
0.781 Intermediate Similarity NPC472981
0.7808 Intermediate Similarity NPC39549
0.7806 Intermediate Similarity NPC106895
0.7792 Intermediate Similarity NPC146310
0.7792 Intermediate Similarity NPC265395
0.7792 Intermediate Similarity NPC158333
0.7792 Intermediate Similarity NPC472005
0.7792 Intermediate Similarity NPC304876
0.7792 Intermediate Similarity NPC469477
0.7792 Intermediate Similarity NPC472030
0.7792 Intermediate Similarity NPC249471
0.7792 Intermediate Similarity NPC257213
0.7792 Intermediate Similarity NPC1173
0.7792 Intermediate Similarity NPC237549
0.7792 Intermediate Similarity NPC472022
0.7792 Intermediate Similarity NPC242262
0.7792 Intermediate Similarity NPC133430
0.7792 Intermediate Similarity NPC256142
0.7792 Intermediate Similarity NPC473414
0.7786 Intermediate Similarity NPC100402
0.7786 Intermediate Similarity NPC9180
0.7785 Intermediate Similarity NPC477894
0.7785 Intermediate Similarity NPC53139
0.7778 Intermediate Similarity NPC197037
0.7778 Intermediate Similarity NPC51602
0.7778 Intermediate Similarity NPC329657
0.7771 Intermediate Similarity NPC478027
0.7771 Intermediate Similarity NPC148323
0.7771 Intermediate Similarity NPC470581
0.7771 Intermediate Similarity NPC470582
0.7771 Intermediate Similarity NPC283480
0.7771 Intermediate Similarity NPC115447
0.7771 Intermediate Similarity NPC266513
0.7763 Intermediate Similarity NPC476975
0.7763 Intermediate Similarity NPC474991
0.7762 Intermediate Similarity NPC289415
0.7762 Intermediate Similarity NPC319995
0.7755 Intermediate Similarity NPC156393
0.7754 Intermediate Similarity NPC293831
0.7754 Intermediate Similarity NPC369
0.7748 Intermediate Similarity NPC469513
0.7748 Intermediate Similarity NPC474241
0.7746 Intermediate Similarity NPC301857
0.7746 Intermediate Similarity NPC225103
0.7742 Intermediate Similarity NPC282239
0.7742 Intermediate Similarity NPC228204
0.7742 Intermediate Similarity NPC26033
0.7742 Intermediate Similarity NPC469456
0.7742 Intermediate Similarity NPC473611
0.7742 Intermediate Similarity NPC114410
0.7742 Intermediate Similarity NPC112523
0.774 Intermediate Similarity NPC472545
0.774 Intermediate Similarity NPC472551
0.7737 Intermediate Similarity NPC183339
0.7737 Intermediate Similarity NPC234337
0.7737 Intermediate Similarity NPC133389
0.7736 Intermediate Similarity NPC322420
0.7733 Intermediate Similarity NPC38696
0.773 Intermediate Similarity NPC5486
0.7727 Intermediate Similarity NPC472548
0.7727 Intermediate Similarity NPC247219
0.7725 Intermediate Similarity NPC283980
0.7725 Intermediate Similarity NPC187441
0.7724 Intermediate Similarity NPC126516
0.7724 Intermediate Similarity NPC48929
0.7722 Intermediate Similarity NPC208651
0.7722 Intermediate Similarity NPC206641
0.7718 Intermediate Similarity NPC34012
0.7714 Intermediate Similarity NPC295664
0.7712 Intermediate Similarity NPC91730
0.7712 Intermediate Similarity NPC475417
0.7712 Intermediate Similarity NPC476173
0.7712 Intermediate Similarity NPC222102
0.7712 Intermediate Similarity NPC475561
0.7712 Intermediate Similarity NPC303429
0.7708 Intermediate Similarity NPC472394
0.7708 Intermediate Similarity NPC80599
0.7707 Intermediate Similarity NPC469399
0.7707 Intermediate Similarity NPC192219
0.7707 Intermediate Similarity NPC174599
0.7707 Intermediate Similarity NPC82190
0.7703 Intermediate Similarity NPC275592
0.7703 Intermediate Similarity NPC474250
0.7703 Intermediate Similarity NPC100913
0.7697 Intermediate Similarity NPC84786
0.7697 Intermediate Similarity NPC474630
0.7692 Intermediate Similarity NPC217091
0.7692 Intermediate Similarity NPC262819
0.7688 Intermediate Similarity NPC471134
0.7683 Intermediate Similarity NPC478021
0.7682 Intermediate Similarity NPC472556
0.7682 Intermediate Similarity NPC100242
0.7677 Intermediate Similarity NPC77719
0.7677 Intermediate Similarity NPC69425
0.7671 Intermediate Similarity NPC474659
0.7665 Intermediate Similarity NPC47191
0.7665 Intermediate Similarity NPC83331
0.7664 Intermediate Similarity NPC476645
0.7662 Intermediate Similarity NPC470153
0.7662 Intermediate Similarity NPC469415
0.7662 Intermediate Similarity NPC473719
0.766 Intermediate Similarity NPC275576
0.766 Intermediate Similarity NPC470816
0.7655 Intermediate Similarity NPC165612
0.7654 Intermediate Similarity NPC478022
0.7654 Intermediate Similarity NPC478026
0.7654 Intermediate Similarity NPC478020
0.7651 Intermediate Similarity NPC87448
0.7651 Intermediate Similarity NPC291599
0.7651 Intermediate Similarity NPC224491
0.7651 Intermediate Similarity NPC118080
0.7651 Intermediate Similarity NPC41481
0.7651 Intermediate Similarity NPC472576
0.7651 Intermediate Similarity NPC27377
0.7651 Intermediate Similarity NPC471862
0.7651 Intermediate Similarity NPC97947
0.7651 Intermediate Similarity NPC77493
0.7643 Intermediate Similarity NPC138798
0.7643 Intermediate Similarity NPC477735
0.7643 Intermediate Similarity NPC181924
0.7643 Intermediate Similarity NPC472393
0.7643 Intermediate Similarity NPC209393
0.7643 Intermediate Similarity NPC469771
0.7643 Intermediate Similarity NPC307139
0.7643 Intermediate Similarity NPC205172
0.764 Intermediate Similarity NPC326278
0.764 Intermediate Similarity NPC187934
0.764 Intermediate Similarity NPC324769
0.764 Intermediate Similarity NPC325732
0.764 Intermediate Similarity NPC97637

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC476643 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
0.7943 Intermediate Similarity NPD5952 Clinical (unspecified phase)
0.7868 Intermediate Similarity NPD5125 Phase 3
0.7868 Intermediate Similarity NPD5126 Approved
0.7682 Intermediate Similarity NPD7236 Approved
0.7669 Intermediate Similarity NPD7799 Discontinued
0.7556 Intermediate Similarity NPD2629 Approved
0.7548 Intermediate Similarity NPD7239 Suspended
0.75 Intermediate Similarity NPD4198 Discontinued
0.7434 Intermediate Similarity NPD4628 Phase 3
0.7415 Intermediate Similarity NPD7966 Clinical (unspecified phase)
0.7381 Intermediate Similarity NPD8368 Discontinued
0.7357 Intermediate Similarity NPD3412 Clinical (unspecified phase)
0.7329 Intermediate Similarity NPD7008 Discontinued
0.7305 Intermediate Similarity NPD8470 Clinical (unspecified phase)
0.7299 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7251 Intermediate Similarity NPD8407 Phase 2
0.7202 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.717 Intermediate Similarity NPD7458 Discontinued
0.7168 Intermediate Similarity NPD8424 Clinical (unspecified phase)
0.7168 Intermediate Similarity NPD8150 Discontinued
0.7143 Intermediate Similarity NPD3751 Discontinued
0.7132 Intermediate Similarity NPD4141 Clinical (unspecified phase)
0.7119 Intermediate Similarity NPD6534 Approved
0.7119 Intermediate Similarity NPD6535 Approved
0.7117 Intermediate Similarity NPD7057 Phase 3
0.7117 Intermediate Similarity NPD7058 Phase 2
0.7086 Intermediate Similarity NPD8360 Approved
0.7086 Intermediate Similarity NPD8361 Approved
0.7086 Intermediate Similarity NPD8435 Approved
0.705 Intermediate Similarity NPD690 Clinical (unspecified phase)
0.705 Intermediate Similarity NPD5951 Approved
0.7019 Intermediate Similarity NPD4380 Phase 2
0.7011 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD3787 Discontinued
0.7 Intermediate Similarity NPD5844 Phase 1
0.7 Intermediate Similarity NPD7699 Phase 2
0.7 Intermediate Similarity NPD7700 Phase 2
0.6994 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6993 Remote Similarity NPD7163 Clinical (unspecified phase)
0.6989 Remote Similarity NPD8397 Clinical (unspecified phase)
0.6987 Remote Similarity NPD8166 Discontinued
0.6978 Remote Similarity NPD6010 Discontinued
0.697 Remote Similarity NPD4381 Clinical (unspecified phase)
0.697 Remote Similarity NPD7075 Discontinued
0.6943 Remote Similarity NPD6190 Approved
0.6923 Remote Similarity NPD6777 Approved
0.6923 Remote Similarity NPD6779 Approved
0.6923 Remote Similarity NPD8486 Clinical (unspecified phase)
0.6923 Remote Similarity NPD6776 Approved
0.6923 Remote Similarity NPD6781 Approved
0.6923 Remote Similarity NPD6778 Approved
0.6923 Remote Similarity NPD6782 Approved
0.6923 Remote Similarity NPD6780 Approved
0.6919 Remote Similarity NPD6797 Phase 2
0.6918 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6914 Remote Similarity NPD6599 Discontinued
0.6902 Remote Similarity NPD7435 Discontinued
0.6897 Remote Similarity NPD8312 Approved
0.6897 Remote Similarity NPD8313 Approved
0.6879 Remote Similarity NPD7251 Discontinued
0.6875 Remote Similarity NPD8434 Phase 2
0.6865 Remote Similarity NPD8320 Phase 1
0.6865 Remote Similarity NPD8319 Approved
0.6861 Remote Similarity NPD6831 Clinical (unspecified phase)
0.6857 Remote Similarity NPD4869 Clinical (unspecified phase)
0.6855 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6853 Remote Similarity NPD7741 Discontinued
0.6852 Remote Similarity NPD6591 Clinical (unspecified phase)
0.6839 Remote Similarity NPD7808 Phase 3
0.6835 Remote Similarity NPD1609 Clinical (unspecified phase)
0.6829 Remote Similarity NPD6801 Discontinued
0.6813 Remote Similarity NPD8389 Clinical (unspecified phase)
0.6812 Remote Similarity NPD2067 Discontinued
0.681 Remote Similarity NPD7028 Phase 2
0.6795 Remote Similarity NPD7266 Discontinued
0.6788 Remote Similarity NPD8455 Phase 2
0.6788 Remote Similarity NPD2393 Clinical (unspecified phase)
0.6782 Remote Similarity NPD6559 Discontinued
0.6779 Remote Similarity NPD6007 Clinical (unspecified phase)
0.6778 Remote Similarity NPD6212 Phase 3
0.6778 Remote Similarity NPD6214 Clinical (unspecified phase)
0.6778 Remote Similarity NPD6213 Phase 3
0.6776 Remote Similarity NPD7961 Discontinued
0.6763 Remote Similarity NPD7074 Phase 3
0.6763 Remote Similarity NPD2181 Clinical (unspecified phase)
0.6758 Remote Similarity NPD8485 Approved
0.6746 Remote Similarity NPD6959 Discontinued
0.6743 Remote Similarity NPD4338 Clinical (unspecified phase)
0.6739 Remote Similarity NPD2182 Approved
0.6727 Remote Similarity NPD37 Approved
0.6725 Remote Similarity NPD6166 Phase 2
0.6725 Remote Similarity NPD6168 Clinical (unspecified phase)
0.6725 Remote Similarity NPD6167 Clinical (unspecified phase)
0.672 Remote Similarity NPD7697 Approved
0.672 Remote Similarity NPD7696 Phase 3
0.672 Remote Similarity NPD7698 Approved
0.6712 Remote Similarity NPD7457 Clinical (unspecified phase)
0.6709 Remote Similarity NPD6674 Discontinued
0.6709 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6708 Remote Similarity NPD2534 Approved
0.6708 Remote Similarity NPD2532 Approved
0.6708 Remote Similarity NPD2533 Approved
0.6708 Remote Similarity NPD4378 Clinical (unspecified phase)
0.6707 Remote Similarity NPD4965 Approved
0.6707 Remote Similarity NPD4967 Phase 2
0.6707 Remote Similarity NPD4966 Approved
0.6705 Remote Similarity NPD7054 Approved
0.6692 Remote Similarity NPD9495 Approved
0.6691 Remote Similarity NPD1237 Approved
0.6688 Remote Similarity NPD7702 Clinical (unspecified phase)
0.6688 Remote Similarity NPD2346 Discontinued
0.6687 Remote Similarity NPD7819 Suspended
0.6686 Remote Similarity NPD6764 Approved
0.6686 Remote Similarity NPD6765 Approved
0.6684 Remote Similarity NPD7874 Approved
0.6684 Remote Similarity NPD7871 Phase 2
0.6684 Remote Similarity NPD7870 Phase 2
0.6684 Remote Similarity NPD7875 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6273 Approved
0.6667 Remote Similarity NPD7003 Approved
0.6667 Remote Similarity NPD7472 Approved
0.6667 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7701 Phase 2
0.6647 Remote Similarity NPD7228 Approved
0.6646 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6646 Remote Similarity NPD3226 Approved
0.6644 Remote Similarity NPD2932 Approved
0.6627 Remote Similarity NPD1934 Approved
0.6627 Remote Similarity NPD5537 Clinical (unspecified phase)
0.6627 Remote Similarity NPD6234 Discontinued
0.6624 Remote Similarity NPD6099 Approved
0.6624 Remote Similarity NPD6100 Approved
0.6623 Remote Similarity NPD4060 Phase 1
0.6621 Remote Similarity NPD9545 Approved
0.6608 Remote Similarity NPD6232 Discontinued
0.6601 Remote Similarity NPD6798 Discontinued
0.6601 Remote Similarity NPD3764 Approved
0.6596 Remote Similarity NPD969 Suspended
0.659 Remote Similarity NPD7473 Discontinued
0.6584 Remote Similarity NPD3300 Phase 2
0.6582 Remote Similarity NPD5763 Approved
0.6582 Remote Similarity NPD5762 Approved
0.6581 Remote Similarity NPD6355 Discontinued
0.657 Remote Similarity NPD7184 Clinical (unspecified phase)
0.6562 Remote Similarity NPD7801 Approved
0.6561 Remote Similarity NPD7211 Clinical (unspecified phase)
0.6561 Remote Similarity NPD7305 Phase 1
0.6558 Remote Similarity NPD6233 Phase 2
0.6558 Remote Similarity NPD6663 Approved
0.6554 Remote Similarity NPD6287 Discontinued
0.6552 Remote Similarity NPD3818 Discontinued
0.655 Remote Similarity NPD8127 Discontinued
0.6549 Remote Similarity NPD7094 Approved
0.6549 Remote Similarity NPD6858 Approved
0.6548 Remote Similarity NPD5402 Approved
0.6548 Remote Similarity NPD3817 Phase 2
0.6548 Remote Similarity NPD8443 Clinical (unspecified phase)
0.6543 Remote Similarity NPD6799 Approved
0.6536 Remote Similarity NPD6785 Approved
0.6536 Remote Similarity NPD6784 Approved
0.6536 Remote Similarity NPD7095 Approved
0.6533 Remote Similarity NPD8651 Approved
0.6533 Remote Similarity NPD1283 Approved
0.6533 Remote Similarity NPD5667 Approved
0.6531 Remote Similarity NPD5306 Approved
0.6531 Remote Similarity NPD3019 Approved
0.6531 Remote Similarity NPD5305 Approved
0.6528 Remote Similarity NPD3317 Approved
0.6524 Remote Similarity NPD5403 Approved
0.6522 Remote Similarity NPD5048 Discontinued
0.6519 Remote Similarity NPD2438 Suspended
0.6516 Remote Similarity NPD2979 Phase 3
0.6513 Remote Similarity NPD5736 Approved
0.651 Remote Similarity NPD3972 Approved
0.6509 Remote Similarity NPD4868 Clinical (unspecified phase)
0.6503 Remote Similarity NPD7422 Clinical (unspecified phase)
0.65 Remote Similarity NPD5698 Clinical (unspecified phase)
0.6497 Remote Similarity NPD41 Approved
0.6497 Remote Similarity NPD5886 Approved
0.6497 Remote Similarity NPD7685 Pre-registration
0.6489 Remote Similarity NPD3057 Approved
0.6489 Remote Similarity NPD6823 Phase 2
0.6486 Remote Similarity NPD4136 Approved
0.6486 Remote Similarity NPD4106 Approved
0.6486 Remote Similarity NPD4135 Approved
0.6474 Remote Similarity NPD230 Phase 1
0.6471 Remote Similarity NPD5203 Approved
0.6471 Remote Similarity NPD4617 Approved
0.6471 Remote Similarity NPD4620 Approved
0.6471 Remote Similarity NPD5201 Approved
0.6467 Remote Similarity NPD7411 Suspended
0.6463 Remote Similarity NPD1651 Approved
0.646 Remote Similarity NPD3750 Approved
0.646 Remote Similarity NPD2575 Approved
0.6453 Remote Similarity NPD7199 Phase 2
0.6452 Remote Similarity NPD7713 Phase 3
0.6452 Remote Similarity NPD7715 Approved
0.6452 Remote Similarity NPD7714 Approved
0.6449 Remote Similarity NPD164 Approved
0.6447 Remote Similarity NPD5740 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   57333709
ChEMBL   CHEMBL1951871
ZINC  

Physicochemical Properties

Molecular Weight:  328.17
ALogP:  0.5208
MLogP:  3.22
XLogP:  2.897
# Rotatable Bonds:  6
Polar Surface Area:  55.76
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  24

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Biological Activities  
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