Natural Product: NPC471927

Natural Product ID:  NPC471927
Common Name:   n.a.
IUPAC Name:  
Synonyms:  
Molecular Formula:   C23H26O4
Standard InCHIKey:  WRFCXWWPRNBPHO-WZQJHFQRSA-N
Standard InCHI:  InChI=1S/C23H26O4/c24-19-9-4-12(10-20(19)25)2-1-3-14-15-7-8-16-17(23(26)27)6-5-13-11-18(14)22(15)21(13)16/h4-10,13-18,21-22,24-25H,1-3,11H2,(H,26,27)/t13-,14-,15-,16+,17-,18+,21-,22-/m1/s1
Canonical SMILES:  OC(=O)[C@@H]1C=C[C@H]2[C@@H]3[C@H]1C=C[C@H]1[C@@H]3[C@@H](C2)[C@@H]1CCCc1ccc(c(c1)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
NPO33120 beilschmiedia ferruginea Species Lauraceae Eukaryota PMID[24901800]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT57 Individual Protein Induced myeloid leukemia cell differentiation protein Mcl-1 Homo sapiens Ki = 5200 nM 19645463
NPT2796 Individual Protein Apoptosis regulator Bcl-X Homo sapiens Inhibition = 39 % 24751553
NPT2796 Individual Protein Apoptosis regulator Bcl-X Homo sapiens Ki > 100000 nM 15084135
NPT57 Individual Protein Induced myeloid leukemia cell differentiation protein Mcl-1 Homo sapiens Inhibition = 82 % 10869203

  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 NPC471927 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
0.9231 High Similarity NPC471924
0.9231 High Similarity NPC471928
0.9231 High Similarity NPC471925
0.9213 High Similarity NPC471913
0.9153 High Similarity NPC471926
0.8718 High Similarity NPC222084
0.8583 High Similarity NPC471929
0.8583 High Similarity NPC471930
0.8583 High Similarity NPC471935
0.85 High Similarity NPC148969
0.8433 Intermediate Similarity NPC231719
0.8433 Intermediate Similarity NPC52968
0.8425 Intermediate Similarity NPC15127
0.8361 Intermediate Similarity NPC4665
0.8333 Intermediate Similarity NPC472271
0.8293 Intermediate Similarity NPC277394
0.8293 Intermediate Similarity NPC299252
0.8293 Intermediate Similarity NPC471936
0.8293 Intermediate Similarity NPC61062
0.8248 Intermediate Similarity NPC323601
0.8189 Intermediate Similarity NPC322332
0.8175 Intermediate Similarity NPC34634
0.8175 Intermediate Similarity NPC265454
0.8167 Intermediate Similarity NPC228343
0.8167 Intermediate Similarity NPC254833
0.8162 Intermediate Similarity NPC476393
0.816 Intermediate Similarity NPC63126
0.8148 Intermediate Similarity NPC43353
0.814 Intermediate Similarity NPC288945
0.814 Intermediate Similarity NPC85565
0.812 Intermediate Similarity NPC243305
0.811 Intermediate Similarity NPC98305
0.811 Intermediate Similarity NPC236520
0.811 Intermediate Similarity NPC294361
0.8095 Intermediate Similarity NPC42657
0.8095 Intermediate Similarity NPC473974
0.8095 Intermediate Similarity NPC258366
0.8095 Intermediate Similarity NPC31296
0.8095 Intermediate Similarity NPC79933
0.8085 Intermediate Similarity NPC189054
0.808 Intermediate Similarity NPC175799
0.808 Intermediate Similarity NPC200988
0.808 Intermediate Similarity NPC610
0.808 Intermediate Similarity NPC325295
0.808 Intermediate Similarity NPC145023
0.808 Intermediate Similarity NPC76308
0.8074 Intermediate Similarity NPC68779
0.8074 Intermediate Similarity NPC5310
0.8074 Intermediate Similarity NPC176814
0.8074 Intermediate Similarity NPC4982
0.8074 Intermediate Similarity NPC300776
0.8031 Intermediate Similarity NPC190501
0.8031 Intermediate Similarity NPC318552
0.8029 Intermediate Similarity NPC471152
0.8016 Intermediate Similarity NPC86198
0.8 Intermediate Similarity NPC471749
0.8 Intermediate Similarity NPC476282
0.7984 Intermediate Similarity NPC86900
0.7983 Intermediate Similarity NPC239291
0.797 Intermediate Similarity NPC30174
0.7958 Intermediate Similarity NPC8102
0.7958 Intermediate Similarity NPC66894
0.7953 Intermediate Similarity NPC470214
0.7953 Intermediate Similarity NPC470215
0.7953 Intermediate Similarity NPC70084
0.7953 Intermediate Similarity NPC109371
0.7939 Intermediate Similarity NPC280767
0.7937 Intermediate Similarity NPC278652
0.7917 Intermediate Similarity NPC477814
0.7917 Intermediate Similarity NPC1075
0.7917 Intermediate Similarity NPC294902
0.7917 Intermediate Similarity NPC1786
0.7907 Intermediate Similarity NPC177291
0.7907 Intermediate Similarity NPC194416
0.7899 Intermediate Similarity NPC471511
0.7899 Intermediate Similarity NPC308976
0.7886 Intermediate Similarity NPC297657
0.7883 Intermediate Similarity NPC113295
0.7863 Intermediate Similarity NPC245561
0.7857 Intermediate Similarity NPC29599
0.784 Intermediate Similarity NPC120280
0.7836 Intermediate Similarity NPC241354
0.7829 Intermediate Similarity NPC241001
0.7829 Intermediate Similarity NPC164852
0.7826 Intermediate Similarity NPC90431
0.7823 Intermediate Similarity NPC51698
0.7815 Intermediate Similarity NPC196479
0.7812 Intermediate Similarity NPC141791
0.7812 Intermediate Similarity NPC263386
0.781 Intermediate Similarity NPC293454
0.7805 Intermediate Similarity NPC120982
0.7805 Intermediate Similarity NPC226401
0.7805 Intermediate Similarity NPC79793
0.7805 Intermediate Similarity NPC174096
0.7805 Intermediate Similarity NPC147634
0.7803 Intermediate Similarity NPC53305
0.7803 Intermediate Similarity NPC257589
0.7797 Intermediate Similarity NPC52472
0.7794 Intermediate Similarity NPC239302
0.7786 Intermediate Similarity NPC163083
0.7778 Intermediate Similarity NPC109955
0.7769 Intermediate Similarity NPC201777
0.7769 Intermediate Similarity NPC162935
0.7769 Intermediate Similarity NPC249340
0.7769 Intermediate Similarity NPC188677
0.7762 Intermediate Similarity NPC228940
0.7761 Intermediate Similarity NPC167463
0.776 Intermediate Similarity NPC264558
0.7754 Intermediate Similarity NPC252343
0.7752 Intermediate Similarity NPC478121
0.775 Intermediate Similarity NPC261573
0.775 Intermediate Similarity NPC120719
0.775 Intermediate Similarity NPC8931
0.775 Intermediate Similarity NPC120693
0.7746 Intermediate Similarity NPC477873
0.7746 Intermediate Similarity NPC469447
0.7744 Intermediate Similarity NPC127937
0.7744 Intermediate Similarity NPC321561
0.7744 Intermediate Similarity NPC92207
0.7742 Intermediate Similarity NPC179002
0.7742 Intermediate Similarity NPC187583
0.7742 Intermediate Similarity NPC257430
0.7737 Intermediate Similarity NPC327410
0.7734 Intermediate Similarity NPC309434
0.7734 Intermediate Similarity NPC328694
0.7734 Intermediate Similarity NPC203124
0.773 Intermediate Similarity NPC282291
0.773 Intermediate Similarity NPC166137
0.773 Intermediate Similarity NPC100675
0.773 Intermediate Similarity NPC9218
0.7724 Intermediate Similarity NPC326187
0.7724 Intermediate Similarity NPC55617
0.7724 Intermediate Similarity NPC62258
0.7721 Intermediate Similarity NPC318799
0.7721 Intermediate Similarity NPC198388
0.7714 Intermediate Similarity NPC318575
0.771 Intermediate Similarity NPC121168
0.7704 Intermediate Similarity NPC64111
0.7704 Intermediate Similarity NPC208536
0.7698 Intermediate Similarity NPC221870
0.7698 Intermediate Similarity NPC476699
0.7698 Intermediate Similarity NPC7464
0.7692 Intermediate Similarity NPC470848
0.7692 Intermediate Similarity NPC259703
0.7692 Intermediate Similarity NPC477207
0.7692 Intermediate Similarity NPC32322
0.7692 Intermediate Similarity NPC470849
0.7687 Intermediate Similarity NPC156539
0.7687 Intermediate Similarity NPC178048
0.7686 Intermediate Similarity NPC13495
0.768 Intermediate Similarity NPC131530
0.7676 Intermediate Similarity NPC52664
0.7676 Intermediate Similarity NPC253722
0.7676 Intermediate Similarity NPC31751
0.7676 Intermediate Similarity NPC253481
0.7674 Intermediate Similarity NPC156654
0.7669 Intermediate Similarity NPC3221
0.7669 Intermediate Similarity NPC197832
0.7664 Intermediate Similarity NPC61
0.7664 Intermediate Similarity NPC18074
0.7664 Intermediate Similarity NPC25581
0.7664 Intermediate Similarity NPC5419
0.7656 Intermediate Similarity NPC150919
0.7652 Intermediate Similarity NPC285345
0.7652 Intermediate Similarity NPC306100
0.7647 Intermediate Similarity NPC285361
0.7647 Intermediate Similarity NPC172673
0.7647 Intermediate Similarity NPC223393
0.7642 Intermediate Similarity NPC31274
0.7639 Intermediate Similarity NPC53520
0.7638 Intermediate Similarity NPC474967
0.7634 Intermediate Similarity NPC160380
0.7634 Intermediate Similarity NPC147654
0.7634 Intermediate Similarity NPC38996
0.763 Intermediate Similarity NPC226661
0.763 Intermediate Similarity NPC46192
0.763 Intermediate Similarity NPC234175
0.7626 Intermediate Similarity NPC470990
0.7626 Intermediate Similarity NPC311742
0.7626 Intermediate Similarity NPC123988
0.7623 Intermediate Similarity NPC317592
0.7623 Intermediate Similarity NPC70843
0.7622 Intermediate Similarity NPC273657
0.7622 Intermediate Similarity NPC106920
0.7615 Intermediate Similarity NPC470585
0.7612 Intermediate Similarity NPC84076
0.7612 Intermediate Similarity NPC303680
0.7612 Intermediate Similarity NPC269598
0.7612 Intermediate Similarity NPC90128
0.7609 Intermediate Similarity NPC168799
0.7609 Intermediate Similarity NPC471328
0.7609 Intermediate Similarity NPC155209
0.7606 Intermediate Similarity NPC473612
0.7603 Intermediate Similarity NPC52087
0.76 Intermediate Similarity NPC226250
0.7597 Intermediate Similarity NPC311091
0.7597 Intermediate Similarity NPC471033
0.7597 Intermediate Similarity NPC275519
0.7597 Intermediate Similarity NPC205502
0.7594 Intermediate Similarity NPC474766

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC471927 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
0.8175 Intermediate Similarity NPD2932 Approved
0.8167 Intermediate Similarity NPD3021 Approved
0.8167 Intermediate Similarity NPD3022 Approved
0.8031 Intermediate Similarity NPD3019 Approved
0.7801 Intermediate Similarity NPD8166 Discontinued
0.7744 Intermediate Similarity NPD258 Approved
0.7744 Intermediate Similarity NPD257 Approved
0.7721 Intermediate Similarity NPD6663 Approved
0.7687 Intermediate Similarity NPD5736 Approved
0.7557 Intermediate Similarity NPD3023 Approved
0.7557 Intermediate Similarity NPD3026 Approved
0.7556 Intermediate Similarity NPD9569 Approved
0.7538 Intermediate Similarity NPD3024 Approved
0.7538 Intermediate Similarity NPD3025 Approved
0.7536 Intermediate Similarity NPD826 Approved
0.7536 Intermediate Similarity NPD825 Approved
0.7417 Intermediate Similarity NPD3020 Approved
0.7357 Intermediate Similarity NPD274 Approved
0.7357 Intermediate Similarity NPD275 Approved
0.7338 Intermediate Similarity NPD259 Phase 1
0.7319 Intermediate Similarity NPD9537 Phase 1
0.7319 Intermediate Similarity NPD9536 Phase 1
0.7313 Intermediate Similarity NPD9269 Phase 2
0.731 Intermediate Similarity NPD4110 Phase 3
0.731 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7239 Intermediate Similarity NPD3092 Approved
0.7234 Intermediate Similarity NPD6355 Discontinued
0.7234 Intermediate Similarity NPD555 Phase 2
0.7219 Intermediate Similarity NPD7028 Phase 2
0.7218 Intermediate Similarity NPD4059 Approved
0.7197 Intermediate Similarity NPD3091 Approved
0.7167 Intermediate Similarity NPD2860 Approved
0.7167 Intermediate Similarity NPD2859 Approved
0.7163 Intermediate Similarity NPD943 Approved
0.7153 Intermediate Similarity NPD3094 Phase 2
0.7143 Intermediate Similarity NPD6190 Approved
0.7143 Intermediate Similarity NPD3764 Approved
0.7132 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7099 Intermediate Similarity NPD255 Approved
0.7099 Intermediate Similarity NPD256 Approved
0.7092 Intermediate Similarity NPD8032 Phase 2
0.7083 Intermediate Similarity NPD1432 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD2934 Approved
0.7083 Intermediate Similarity NPD2933 Approved
0.708 Intermediate Similarity NPD1283 Approved
0.7071 Intermediate Similarity NPD7095 Approved
0.7054 Intermediate Similarity NPD228 Approved
0.7047 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7042 Intermediate Similarity NPD3620 Phase 2
0.7042 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7034 Intermediate Similarity NPD9570 Approved
0.7015 Intermediate Similarity NPD9268 Approved
0.7008 Intermediate Similarity NPD9265 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD9379 Approved
0.7 Intermediate Similarity NPD9377 Approved
0.6993 Remote Similarity NPD230 Phase 1
0.6967 Remote Similarity NPD288 Approved
0.6963 Remote Similarity NPD3095 Discontinued
0.6947 Remote Similarity NPD5283 Phase 1
0.6944 Remote Similarity NPD6653 Approved
0.6934 Remote Similarity NPD1608 Approved
0.6923 Remote Similarity NPD4060 Phase 1
0.6918 Remote Similarity NPD5406 Approved
0.6918 Remote Similarity NPD5408 Approved
0.6918 Remote Similarity NPD5405 Approved
0.6918 Remote Similarity NPD7199 Phase 2
0.6918 Remote Similarity NPD5404 Approved
0.6917 Remote Similarity NPD405 Clinical (unspecified phase)
0.6917 Remote Similarity NPD9568 Approved
0.6906 Remote Similarity NPD2797 Approved
0.6906 Remote Similarity NPD1164 Approved
0.6901 Remote Similarity NPD6798 Discontinued
0.6899 Remote Similarity NPD6234 Discontinued
0.6899 Remote Similarity NPD4750 Phase 3
0.6894 Remote Similarity NPD2629 Approved
0.6887 Remote Similarity NPD7422 Clinical (unspecified phase)
0.6885 Remote Similarity NPD844 Approved
0.6871 Remote Similarity NPD7266 Discontinued
0.6867 Remote Similarity NPD3300 Phase 2
0.6861 Remote Similarity NPD1281 Approved
0.6861 Remote Similarity NPD1201 Approved
0.6861 Remote Similarity NPD1535 Discovery
0.686 Remote Similarity NPD5122 Clinical (unspecified phase)
0.6857 Remote Similarity NPD5647 Approved
0.6849 Remote Similarity NPD651 Clinical (unspecified phase)
0.6849 Remote Similarity NPD3299 Clinical (unspecified phase)
0.6846 Remote Similarity NPD9280 Clinical (unspecified phase)
0.6832 Remote Similarity NPD7184 Clinical (unspecified phase)
0.6824 Remote Similarity NPD5958 Discontinued
0.6818 Remote Similarity NPD3455 Phase 2
0.6815 Remote Similarity NPD1759 Phase 1
0.6813 Remote Similarity NPD8127 Discontinued
0.6812 Remote Similarity NPD1481 Phase 2
0.6809 Remote Similarity NPD9494 Approved
0.6806 Remote Similarity NPD4140 Approved
0.6803 Remote Similarity NPD1693 Approved
0.6803 Remote Similarity NPD2935 Discontinued
0.68 Remote Similarity NPD7910 Clinical (unspecified phase)
0.68 Remote Similarity NPD289 Clinical (unspecified phase)
0.6795 Remote Similarity NPD37 Approved
0.6788 Remote Similarity NPD3847 Discontinued
0.6786 Remote Similarity NPD1470 Approved
0.6783 Remote Similarity NPD2028 Clinical (unspecified phase)
0.6783 Remote Similarity NPD3268 Approved
0.6774 Remote Similarity NPD9495 Approved
0.6763 Remote Similarity NPD1755 Approved
0.6761 Remote Similarity NPD2614 Approved
0.6741 Remote Similarity NPD1758 Phase 1
0.6736 Remote Similarity NPD6233 Phase 2
0.6733 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6732 Remote Similarity NPD6273 Approved
0.6721 Remote Similarity NPD845 Approved
0.6715 Remote Similarity NPD4626 Approved
0.6715 Remote Similarity NPD17 Approved
0.6714 Remote Similarity NPD1876 Approved
0.6714 Remote Similarity NPD5310 Approved
0.6714 Remote Similarity NPD5311 Approved
0.6713 Remote Similarity NPD3027 Phase 3
0.6693 Remote Similarity NPD5738 Clinical (unspecified phase)
0.6692 Remote Similarity NPD2234 Approved
0.6692 Remote Similarity NPD9266 Approved
0.6692 Remote Similarity NPD2229 Approved
0.6692 Remote Similarity NPD2228 Approved
0.6692 Remote Similarity NPD6831 Clinical (unspecified phase)
0.6692 Remote Similarity NPD74 Approved
0.6691 Remote Similarity NPD1894 Discontinued
0.6691 Remote Similarity NPD9545 Approved
0.669 Remote Similarity NPD2979 Phase 3
0.669 Remote Similarity NPD2861 Phase 2
0.6667 Remote Similarity NPD3055 Approved
0.6667 Remote Similarity NPD1242 Phase 1
0.6667 Remote Similarity NPD4967 Phase 2
0.6667 Remote Similarity NPD4966 Approved
0.6667 Remote Similarity NPD3053 Approved
0.6667 Remote Similarity NPD4965 Approved
0.6667 Remote Similarity NPD4868 Clinical (unspecified phase)
0.6667 Remote Similarity NPD1445 Approved
0.6667 Remote Similarity NPD1444 Approved
0.6667 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6647 Remote Similarity NPD7685 Pre-registration
0.6644 Remote Similarity NPD5763 Approved
0.6644 Remote Similarity NPD5762 Approved
0.6643 Remote Similarity NPD1529 Clinical (unspecified phase)
0.6642 Remote Similarity NPD4093 Discontinued
0.6642 Remote Similarity NPD4196 Clinical (unspecified phase)
0.6642 Remote Similarity NPD1651 Approved
0.6641 Remote Similarity NPD1792 Phase 2
0.6641 Remote Similarity NPD5909 Discontinued
0.6623 Remote Similarity NPD4628 Phase 3
0.6623 Remote Similarity NPD3750 Approved
0.6622 Remote Similarity NPD2799 Discontinued
0.6621 Remote Similarity NPD4062 Phase 3
0.662 Remote Similarity NPD4624 Approved
0.6618 Remote Similarity NPD5536 Phase 2
0.6617 Remote Similarity NPD5535 Approved
0.6617 Remote Similarity NPD7635 Approved
0.6615 Remote Similarity NPD2342 Discontinued
0.6615 Remote Similarity NPD9263 Approved
0.6615 Remote Similarity NPD9267 Approved
0.6615 Remote Similarity NPD9264 Approved
0.6614 Remote Similarity NPD846 Approved
0.6614 Remote Similarity NPD940 Approved
0.6613 Remote Similarity NPD1809 Phase 2
0.6612 Remote Similarity NPD1089 Approved
0.6612 Remote Similarity NPD1086 Approved
0.6612 Remote Similarity NPD1090 Approved
0.661 Remote Similarity NPD111 Approved
0.6606 Remote Similarity NPD7228 Approved
0.6601 Remote Similarity NPD1511 Approved
0.6594 Remote Similarity NPD9384 Approved
0.6594 Remote Similarity NPD9381 Approved
0.6587 Remote Similarity NPD2066 Phase 3
0.6577 Remote Similarity NPD2438 Suspended
0.6575 Remote Similarity NPD6346 Approved
0.6573 Remote Similarity NPD1530 Clinical (unspecified phase)
0.6549 Remote Similarity NPD4339 Clinical (unspecified phase)
0.6544 Remote Similarity NPD9493 Approved
0.6541 Remote Similarity NPD2393 Clinical (unspecified phase)
0.6538 Remote Similarity NPD2370 Clinical (unspecified phase)
0.6533 Remote Similarity NPD6005 Phase 3
0.6533 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6533 Remote Similarity NPD6002 Phase 3
0.6533 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6533 Remote Similarity NPD6004 Phase 3
0.6531 Remote Similarity NPD447 Suspended
0.6529 Remote Similarity NPD800 Approved
0.6525 Remote Similarity NPD3600 Clinical (unspecified phase)
0.6522 Remote Similarity NPD5585 Approved
0.6519 Remote Similarity NPD690 Clinical (unspecified phase)
0.6519 Remote Similarity NPD5951 Approved
0.6516 Remote Similarity NPD1512 Approved
0.6513 Remote Similarity NPD3400 Discontinued
0.6513 Remote Similarity NPD7003 Approved
0.6504 Remote Similarity NPD1088 Approved
0.6503 Remote Similarity NPD6007 Clinical (unspecified phase)
0.6503 Remote Similarity NPD2798 Approved
0.6491 Remote Similarity NPD8055 Clinical (unspecified phase)
0.649 Remote Similarity NPD4534 Discontinued
0.649 Remote Similarity NPD970 Clinical (unspecified phase)
0.6483 Remote Similarity NPD3136 Phase 2

Structure

External Identifiers

PubChem CID   90645497
ChEMBL   CHEMBL3298854
ZINC  

Physicochemical Properties

Molecular Weight:  366.18
ALogP:  -1.3326
MLogP:  3.55
XLogP:  5.855
# Rotatable Bonds:  8
Polar Surface Area:  77.76
# H-Bond Aceptor:  2
# H-Bond Donor:  3
# Rings:  5
# Heavy Atoms:  27

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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