Natural Product: NPC476644

Natural Product ID:  NPC476644
Common Name:   n.a.
IUPAC Name:  
Synonyms:   Rac-Aspergiloid B
Molecular Formula:   C21H26O4
Standard InCHIKey:  ODERPRVQIBXIDX-VFNWGFHPSA-N
Standard InCHI:  InChI=1S/C21H26O4/c1-12-8-9-14-13-7-6-10-20(2,3)18(13)19(22)21(24-5)17(14)16(12)15(23-4)11-25-21/h8-9,15H,6-7,10-11H2,1-5H3/t15-,21+/m1/s1
Canonical SMILES:  CO[C@@H]1CO[C@]2(c3c1c(C)ccc3C1=C(C2=O)C(C)(C)CCC1)OC
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 NPC476644 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 NPC476643
0.8309 Intermediate Similarity NPC471880
0.8156 Intermediate Similarity NPC475400
0.8043 Intermediate Similarity NPC472394
0.7929 Intermediate Similarity NPC310662
0.7914 Intermediate Similarity NPC475493
0.7877 Intermediate Similarity NPC471107
0.7877 Intermediate Similarity NPC471100
0.7872 Intermediate Similarity NPC473399
0.7872 Intermediate Similarity NPC473216
0.7872 Intermediate Similarity NPC212207
0.7868 Intermediate Similarity NPC470818
0.7852 Intermediate Similarity NPC306799
0.7852 Intermediate Similarity NPC469742
0.7852 Intermediate Similarity NPC101043
0.7847 Intermediate Similarity NPC213567
0.7842 Intermediate Similarity NPC469519
0.7832 Intermediate Similarity NPC472371
0.7832 Intermediate Similarity NPC472395
0.782 Intermediate Similarity NPC473243
0.781 Intermediate Similarity NPC473423
0.781 Intermediate Similarity NPC253681
0.7808 Intermediate Similarity NPC470231
0.7793 Intermediate Similarity NPC182869
0.7785 Intermediate Similarity NPC254558
0.7778 Intermediate Similarity NPC183270
0.7778 Intermediate Similarity NPC477904
0.777 Intermediate Similarity NPC27712
0.7769 Intermediate Similarity NPC474095
0.7769 Intermediate Similarity NPC474408
0.7756 Intermediate Similarity NPC471493
0.7755 Intermediate Similarity NPC127857
0.7746 Intermediate Similarity NPC477893
0.7737 Intermediate Similarity NPC100402
0.7737 Intermediate Similarity NPC9180
0.7718 Intermediate Similarity NPC250046
0.7718 Intermediate Similarity NPC60509
0.7718 Intermediate Similarity NPC81698
0.771 Intermediate Similarity NPC135730
0.7708 Intermediate Similarity NPC290601
0.7703 Intermediate Similarity NPC477737
0.7692 Intermediate Similarity NPC472372
0.7692 Intermediate Similarity NPC295408
0.7692 Intermediate Similarity NPC150893
0.7692 Intermediate Similarity NPC309056
0.7692 Intermediate Similarity NPC329960
0.7692 Intermediate Similarity NPC472374
0.7687 Intermediate Similarity NPC475404
0.7687 Intermediate Similarity NPC77000
0.7687 Intermediate Similarity NPC473677
0.7687 Intermediate Similarity NPC238861
0.7676 Intermediate Similarity NPC474608
0.7671 Intermediate Similarity NPC475135
0.7671 Intermediate Similarity NPC472546
0.7667 Intermediate Similarity NPC198455
0.7667 Intermediate Similarity NPC7095
0.7667 Intermediate Similarity NPC165260
0.7667 Intermediate Similarity NPC112216
0.7667 Intermediate Similarity NPC161239
0.7664 Intermediate Similarity NPC295664
0.766 Intermediate Similarity NPC469499
0.7643 Intermediate Similarity NPC82712
0.7643 Intermediate Similarity NPC147561
0.7639 Intermediate Similarity NPC184109
0.7639 Intermediate Similarity NPC283375
0.7639 Intermediate Similarity NPC183122
0.7634 Intermediate Similarity NPC228936
0.7632 Intermediate Similarity NPC219419
0.7626 Intermediate Similarity NPC195224
0.7622 Intermediate Similarity NPC195647
0.7622 Intermediate Similarity NPC23894
0.7622 Intermediate Similarity NPC66761
0.7622 Intermediate Similarity NPC472577
0.7622 Intermediate Similarity NPC291638
0.7622 Intermediate Similarity NPC477896
0.7622 Intermediate Similarity NPC17877
0.7616 Intermediate Similarity NPC471103
0.7616 Intermediate Similarity NPC51602
0.7615 Intermediate Similarity NPC469547
0.761 Intermediate Similarity NPC102465
0.7609 Intermediate Similarity NPC476599
0.76 Intermediate Similarity NPC473215
0.76 Intermediate Similarity NPC470330
0.7597 Intermediate Similarity NPC469417
0.7593 Intermediate Similarity NPC270027
0.7591 Intermediate Similarity NPC51079
0.7591 Intermediate Similarity NPC228739
0.7591 Intermediate Similarity NPC307139
0.7589 Intermediate Similarity NPC472361
0.7589 Intermediate Similarity NPC291419
0.7589 Intermediate Similarity NPC60825
0.7586 Intermediate Similarity NPC475652
0.7586 Intermediate Similarity NPC214550
0.7586 Intermediate Similarity NPC210591
0.7584 Intermediate Similarity NPC469513
0.7582 Intermediate Similarity NPC259144
0.7582 Intermediate Similarity NPC472549
0.7582 Intermediate Similarity NPC114357
0.7582 Intermediate Similarity NPC5115
0.7582 Intermediate Similarity NPC282239
0.7582 Intermediate Similarity NPC155329
0.7571 Intermediate Similarity NPC225103
0.7569 Intermediate Similarity NPC472545
0.7569 Intermediate Similarity NPC472551
0.7552 Intermediate Similarity NPC329913
0.7552 Intermediate Similarity NPC472250
0.7552 Intermediate Similarity NPC48929
0.7552 Intermediate Similarity NPC126516
0.755 Intermediate Similarity NPC475561
0.755 Intermediate Similarity NPC473214
0.755 Intermediate Similarity NPC475417
0.755 Intermediate Similarity NPC469448
0.755 Intermediate Similarity NPC470245
0.7536 Intermediate Similarity NPC57607
0.7535 Intermediate Similarity NPC475569
0.7534 Intermediate Similarity NPC472547
0.7534 Intermediate Similarity NPC473060
0.7534 Intermediate Similarity NPC473085
0.7534 Intermediate Similarity NPC211137
0.7534 Intermediate Similarity NPC200592
0.7534 Intermediate Similarity NPC473081
0.7534 Intermediate Similarity NPC184747
0.7534 Intermediate Similarity NPC473758
0.7534 Intermediate Similarity NPC476094
0.7534 Intermediate Similarity NPC473613
0.7534 Intermediate Similarity NPC147880
0.7534 Intermediate Similarity NPC473109
0.7534 Intermediate Similarity NPC4341
0.7534 Intermediate Similarity NPC48017
0.7534 Intermediate Similarity NPC43241
0.7534 Intermediate Similarity NPC473112
0.7533 Intermediate Similarity NPC474630
0.7532 Intermediate Similarity NPC106895
0.7532 Intermediate Similarity NPC217091
0.7531 Intermediate Similarity NPC470580
0.7518 Intermediate Similarity NPC223351
0.7518 Intermediate Similarity NPC472388
0.7518 Intermediate Similarity NPC473443
0.7517 Intermediate Similarity NPC39549
0.7517 Intermediate Similarity NPC100242
0.7516 Intermediate Similarity NPC265395
0.7516 Intermediate Similarity NPC472005
0.7516 Intermediate Similarity NPC473414
0.7516 Intermediate Similarity NPC472022
0.7516 Intermediate Similarity NPC229545
0.7516 Intermediate Similarity NPC158333
0.7516 Intermediate Similarity NPC146310
0.7516 Intermediate Similarity NPC256142
0.7516 Intermediate Similarity NPC472030
0.7516 Intermediate Similarity NPC1173
0.7516 Intermediate Similarity NPC257213
0.7516 Intermediate Similarity NPC237549
0.7516 Intermediate Similarity NPC77719
0.7516 Intermediate Similarity NPC134685
0.7516 Intermediate Similarity NPC68619
0.7516 Intermediate Similarity NPC11588
0.7516 Intermediate Similarity NPC133430
0.7516 Intermediate Similarity NPC304876
0.7516 Intermediate Similarity NPC249471
0.7516 Intermediate Similarity NPC242262
0.7516 Intermediate Similarity NPC248265
0.7516 Intermediate Similarity NPC469477
0.75 Intermediate Similarity NPC19056
0.75 Intermediate Similarity NPC290833
0.75 Intermediate Similarity NPC475262
0.75 Intermediate Similarity NPC91703
0.75 Intermediate Similarity NPC477894
0.75 Intermediate Similarity NPC470583
0.75 Intermediate Similarity NPC472981
0.75 Intermediate Similarity NPC470735
0.75 Intermediate Similarity NPC219560
0.75 Intermediate Similarity NPC329647
0.75 Intermediate Similarity NPC265459
0.75 Intermediate Similarity NPC329657
0.75 Intermediate Similarity NPC311339
0.7484 Intermediate Similarity NPC472393
0.7483 Intermediate Similarity NPC165612
0.7483 Intermediate Similarity NPC471862
0.7483 Intermediate Similarity NPC77493
0.7483 Intermediate Similarity NPC476975
0.7483 Intermediate Similarity NPC224491
0.7483 Intermediate Similarity NPC25496
0.7483 Intermediate Similarity NPC472437
0.7483 Intermediate Similarity NPC472656
0.7481 Intermediate Similarity NPC13784
0.7481 Intermediate Similarity NPC204784
0.7481 Intermediate Similarity NPC476645
0.7469 Intermediate Similarity NPC175477
0.7468 Intermediate Similarity NPC473632
0.7468 Intermediate Similarity NPC132599
0.7468 Intermediate Similarity NPC469456
0.7468 Intermediate Similarity NPC21410
0.7468 Intermediate Similarity NPC473670
0.7468 Intermediate Similarity NPC112523
0.7468 Intermediate Similarity NPC228204
0.7468 Intermediate Similarity NPC26033
0.7468 Intermediate Similarity NPC114410
0.7468 Intermediate Similarity NPC469730
0.7468 Intermediate Similarity NPC473611
0.7468 Intermediate Similarity NPC322420

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC476644 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
0.777 Intermediate Similarity NPD5952 Clinical (unspecified phase)
0.7687 Intermediate Similarity NPD3412 Clinical (unspecified phase)
0.7556 Intermediate Similarity NPD5126 Approved
0.7556 Intermediate Similarity NPD5125 Phase 3
0.7517 Intermediate Similarity NPD7236 Approved
0.7516 Intermediate Similarity NPD7799 Discontinued
0.7386 Intermediate Similarity NPD7239 Suspended
0.7313 Intermediate Similarity NPD4198 Discontinued
0.7153 Intermediate Similarity NPD7008 Discontinued
0.7143 Intermediate Similarity NPD1609 Clinical (unspecified phase)
0.7126 Intermediate Similarity NPD8368 Discontinued
0.7123 Intermediate Similarity NPD7966 Clinical (unspecified phase)
0.7121 Intermediate Similarity NPD2067 Discontinued
0.7111 Intermediate Similarity NPD2629 Approved
0.7068 Intermediate Similarity NPD2181 Clinical (unspecified phase)
0.7048 Intermediate Similarity NPD8470 Clinical (unspecified phase)
0.7045 Intermediate Similarity NPD2182 Approved
0.7039 Intermediate Similarity NPD4628 Phase 3
0.7006 Intermediate Similarity NPD7458 Discontinued
0.7 Intermediate Similarity NPD7457 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD8407 Phase 2
0.6957 Remote Similarity NPD7058 Phase 2
0.6957 Remote Similarity NPD7057 Phase 3
0.6954 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6919 Remote Similarity NPD8424 Clinical (unspecified phase)
0.6871 Remote Similarity NPD5537 Clinical (unspecified phase)
0.6861 Remote Similarity NPD5951 Approved
0.6861 Remote Similarity NPD690 Clinical (unspecified phase)
0.6855 Remote Similarity NPD6599 Discontinued
0.6845 Remote Similarity NPD7804 Clinical (unspecified phase)
0.6839 Remote Similarity NPD8435 Approved
0.6838 Remote Similarity NPD6858 Approved
0.6838 Remote Similarity NPD7094 Approved
0.6832 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6831 Remote Similarity NPD6287 Discontinued
0.6821 Remote Similarity NPD8150 Discontinued
0.6815 Remote Similarity NPD4141 Clinical (unspecified phase)
0.6812 Remote Similarity NPD3317 Approved
0.6809 Remote Similarity NPD7163 Clinical (unspecified phase)
0.6806 Remote Similarity NPD5667 Approved
0.6788 Remote Similarity NPD6010 Discontinued
0.6786 Remote Similarity NPD3751 Discontinued
0.6783 Remote Similarity NPD3972 Approved
0.678 Remote Similarity NPD6534 Approved
0.678 Remote Similarity NPD6535 Approved
0.6779 Remote Similarity NPD2979 Phase 3
0.6776 Remote Similarity NPD2438 Suspended
0.6763 Remote Similarity NPD8055 Clinical (unspecified phase)
0.675 Remote Similarity NPD7028 Phase 2
0.6747 Remote Similarity NPD3787 Discontinued
0.6746 Remote Similarity NPD5844 Phase 1
0.6743 Remote Similarity NPD8360 Approved
0.6743 Remote Similarity NPD8397 Clinical (unspecified phase)
0.6743 Remote Similarity NPD8361 Approved
0.6742 Remote Similarity NPD164 Approved
0.6738 Remote Similarity NPD1651 Approved
0.6711 Remote Similarity NPD7961 Discontinued
0.6711 Remote Similarity NPD7713 Phase 3
0.671 Remote Similarity NPD8166 Discontinued
0.6707 Remote Similarity NPD7075 Discontinued
0.6688 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7699 Phase 2
0.6667 Remote Similarity NPD6831 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7700 Phase 2
0.6646 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6646 Remote Similarity NPD4380 Phase 2
0.6627 Remote Similarity NPD5494 Approved
0.6626 Remote Similarity NPD7819 Suspended
0.6623 Remote Similarity NPD7702 Clinical (unspecified phase)
0.6623 Remote Similarity NPD2346 Discontinued
0.662 Remote Similarity NPD5691 Approved
0.6606 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6597 Remote Similarity NPD1281 Approved
0.6593 Remote Similarity NPD6782 Approved
0.6593 Remote Similarity NPD6780 Approved
0.6593 Remote Similarity NPD6776 Approved
0.6593 Remote Similarity NPD6779 Approved
0.6593 Remote Similarity NPD6781 Approved
0.6593 Remote Similarity NPD6778 Approved
0.6593 Remote Similarity NPD8486 Clinical (unspecified phase)
0.6593 Remote Similarity NPD6777 Approved
0.6587 Remote Similarity NPD6959 Discontinued
0.6584 Remote Similarity NPD6591 Clinical (unspecified phase)
0.6576 Remote Similarity NPD7435 Discontinued
0.657 Remote Similarity NPD6797 Phase 2
0.6564 Remote Similarity NPD6801 Discontinued
0.6562 Remote Similarity NPD6980 Clinical (unspecified phase)
0.6561 Remote Similarity NPD6190 Approved
0.6552 Remote Similarity NPD8312 Approved
0.6552 Remote Similarity NPD8313 Approved
0.6549 Remote Similarity NPD7741 Discontinued
0.6541 Remote Similarity NPD2533 Approved
0.6541 Remote Similarity NPD8320 Phase 1
0.6541 Remote Similarity NPD4378 Clinical (unspecified phase)
0.6541 Remote Similarity NPD2534 Approved
0.6541 Remote Similarity NPD8319 Approved
0.6541 Remote Similarity NPD2532 Approved
0.6541 Remote Similarity NPD8389 Clinical (unspecified phase)
0.6538 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6538 Remote Similarity NPD3495 Discontinued
0.6534 Remote Similarity NPD8434 Phase 2
0.6532 Remote Similarity NPD6764 Approved
0.6532 Remote Similarity NPD6765 Approved
0.6532 Remote Similarity NPD7251 Discontinued
0.6524 Remote Similarity NPD8455 Phase 2
0.6524 Remote Similarity NPD2393 Clinical (unspecified phase)
0.6516 Remote Similarity NPD1471 Phase 3
0.6503 Remote Similarity NPD3025 Approved
0.6503 Remote Similarity NPD3024 Approved
0.65 Remote Similarity NPD6273 Approved
0.6497 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6497 Remote Similarity NPD7003 Approved
0.6494 Remote Similarity NPD3748 Approved
0.6494 Remote Similarity NPD7808 Phase 3
0.649 Remote Similarity NPD8032 Phase 2
0.6486 Remote Similarity NPD7696 Phase 3
0.6486 Remote Similarity NPD7697 Approved
0.6486 Remote Similarity NPD7698 Approved
0.6486 Remote Similarity NPD6007 Clinical (unspecified phase)
0.6485 Remote Similarity NPD3817 Phase 2
0.6483 Remote Similarity NPD3705 Approved
0.6481 Remote Similarity NPD3226 Approved
0.6478 Remote Similarity NPD6799 Approved
0.6474 Remote Similarity NPD2897 Discontinued
0.6463 Remote Similarity NPD37 Approved
0.6463 Remote Similarity NPD1283 Approved
0.6462 Remote Similarity NPD1989 Approved
0.6458 Remote Similarity NPD2932 Approved
0.6458 Remote Similarity NPD17 Approved
0.6456 Remote Similarity NPD3887 Approved
0.6452 Remote Similarity NPD6100 Approved
0.6452 Remote Similarity NPD7870 Phase 2
0.6452 Remote Similarity NPD2796 Approved
0.6452 Remote Similarity NPD7871 Phase 2
0.6452 Remote Similarity NPD2531 Phase 2
0.6452 Remote Similarity NPD6099 Approved
0.645 Remote Similarity NPD6232 Discontinued
0.6446 Remote Similarity NPD4967 Phase 2
0.6446 Remote Similarity NPD4966 Approved
0.6446 Remote Similarity NPD4965 Approved
0.6444 Remote Similarity NPD6214 Clinical (unspecified phase)
0.6444 Remote Similarity NPD6212 Phase 3
0.6444 Remote Similarity NPD6213 Phase 3
0.6439 Remote Similarity NPD1238 Approved
0.6437 Remote Similarity NPD6559 Discontinued
0.6434 Remote Similarity NPD9545 Approved
0.6433 Remote Similarity NPD6674 Discontinued
0.6433 Remote Similarity NPD7473 Discontinued
0.6429 Remote Similarity NPD8485 Approved
0.6429 Remote Similarity NPD4869 Clinical (unspecified phase)
0.6429 Remote Similarity NPD1241 Discontinued
0.6424 Remote Similarity NPD3764 Approved
0.6424 Remote Similarity NPD6798 Discontinued
0.6417 Remote Similarity NPD7211 Clinical (unspecified phase)
0.6416 Remote Similarity NPD7074 Phase 3
0.6414 Remote Similarity NPD3023 Approved
0.6414 Remote Similarity NPD3026 Approved
0.6413 Remote Similarity NPD4107 Approved
0.6412 Remote Similarity NPD7184 Clinical (unspecified phase)
0.641 Remote Similarity NPD7266 Discontinued
0.6405 Remote Similarity NPD6355 Discontinued
0.6403 Remote Similarity NPD969 Suspended
0.64 Remote Similarity NPD7055 Discontinued
0.64 Remote Similarity NPD4338 Clinical (unspecified phase)
0.6391 Remote Similarity NPD8127 Discontinued
0.6386 Remote Similarity NPD8443 Clinical (unspecified phase)
0.6384 Remote Similarity NPD6785 Approved
0.6384 Remote Similarity NPD6784 Approved
0.6382 Remote Similarity NPD6233 Phase 2
0.6382 Remote Similarity NPD6663 Approved
0.638 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6374 Remote Similarity NPD6166 Phase 2
0.6374 Remote Similarity NPD6167 Clinical (unspecified phase)
0.6374 Remote Similarity NPD6168 Clinical (unspecified phase)
0.637 Remote Similarity NPD1237 Approved
0.6369 Remote Similarity NPD6234 Discontinued
0.6368 Remote Similarity NPD7874 Approved
0.6368 Remote Similarity NPD7875 Clinical (unspecified phase)
0.6364 Remote Similarity NPD1934 Approved
0.6364 Remote Similarity NPD2971 Approved
0.6364 Remote Similarity NPD2968 Approved
0.6358 Remote Similarity NPD7054 Approved
0.6358 Remote Similarity NPD7095 Approved
0.6351 Remote Similarity NPD8651 Approved
0.6349 Remote Similarity NPD7701 Phase 2
0.6345 Remote Similarity NPD3019 Approved
0.6345 Remote Similarity NPD4626 Approved
0.634 Remote Similarity NPD4060 Phase 1
0.6333 Remote Similarity NPD7084 Phase 3
0.6333 Remote Similarity NPD5736 Approved
0.6327 Remote Similarity NPD6637 Approved
0.6327 Remote Similarity NPD1608 Approved
0.6322 Remote Similarity NPD7472 Approved
0.6316 Remote Similarity NPD2066 Phase 3
0.6312 Remote Similarity NPD3300 Phase 2
0.6309 Remote Similarity NPD1049 Clinical (unspecified phase)
0.6306 Remote Similarity NPD5763 Approved
0.6306 Remote Similarity NPD5762 Approved
0.6303 Remote Similarity NPD7411 Suspended
0.6301 Remote Similarity NPD7228 Approved

Structure

External Identifiers

PubChem CID   57333710
ChEMBL   CHEMBL1952036
ZINC  

Physicochemical Properties

Molecular Weight:  342.18
ALogP:  0.9293
MLogP:  3.33
XLogP:  3.416
# Rotatable Bonds:  7
Polar Surface Area:  44.76
# H-Bond Aceptor:  4
# H-Bond Donor:  0
# Rings:  4
# Heavy Atoms:  25

Download Data

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