Natural Product: NPC99651

Natural Product ID:  NPC99651
Common Name:   Heteroplexisolide D
IUPAC Name:   (3R,4S,5S)-4-hydroxy-3-[(1E,4E)-4-methyl-7-(5-oxo-2H-furan-3-yl)hepta-1,4-dienyl]-5-(2-methylprop-1-enyl)oxolan-2-one
Synonyms:   Heteroplexisolide D
Molecular Formula:   C20H26O5
Standard InCHIKey:  GLONEOMMWYZBSN-UWLXZJRSSA-N
Standard InCHI:  InChI=1S/C20H26O5/c1-13(2)10-17-19(22)16(20(23)25-17)9-5-7-14(3)6-4-8-15-11-18(21)24-12-15/h5-6,9-11,16-17,19,22H,4,7-8,12H2,1-3H3/b9-5+,14-6+/t16-,17+,19+/m1/s1
Canonical SMILES:  C/C(=CCCC1=CC(=O)OC1)/C/C=C/[C@H]1C(=O)O[C@H]([C@H]1O)C=C(C)C
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
NPO33008 heteroplexis micocephala Species NA NA PMID[19453174]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT179 Cell Line A2780 Homo sapiens IC50 = 4370 nM Open TG-GATES in vivo data: Hematology

  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 NPC99651 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
0.8442 Intermediate Similarity NPC161038
0.8228 Intermediate Similarity NPC275530
0.8171 Intermediate Similarity NPC474959
0.8171 Intermediate Similarity NPC310450
0.8171 Intermediate Similarity NPC475046
0.8171 Intermediate Similarity NPC11383
0.8125 Intermediate Similarity NPC473471
0.8101 Intermediate Similarity NPC127118
0.8101 Intermediate Similarity NPC301207
0.8101 Intermediate Similarity NPC209113
0.8077 Intermediate Similarity NPC114727
0.8077 Intermediate Similarity NPC476590
0.8077 Intermediate Similarity NPC107654
0.8072 Intermediate Similarity NPC286770
0.8072 Intermediate Similarity NPC284472
0.8072 Intermediate Similarity NPC229799
0.8049 Intermediate Similarity NPC150502
0.8 Intermediate Similarity NPC51809
0.8 Intermediate Similarity NPC474818
0.8 Intermediate Similarity NPC176329
0.8 Intermediate Similarity NPC469910
0.8 Intermediate Similarity NPC49302
0.8 Intermediate Similarity NPC125365
0.7901 Intermediate Similarity NPC221095
0.7901 Intermediate Similarity NPC279214
0.7882 Intermediate Similarity NPC470755
0.7865 Intermediate Similarity NPC469692
0.7865 Intermediate Similarity NPC469645
0.7857 Intermediate Similarity NPC475947
0.7848 Intermediate Similarity NPC315843
0.7841 Intermediate Similarity NPC474232
0.7831 Intermediate Similarity NPC297440
0.7816 Intermediate Similarity NPC476803
0.7792 Intermediate Similarity NPC88877
0.7792 Intermediate Similarity NPC475982
0.7792 Intermediate Similarity NPC476591
0.7791 Intermediate Similarity NPC478112
0.7791 Intermediate Similarity NPC279267
0.7791 Intermediate Similarity NPC469483
0.7791 Intermediate Similarity NPC69082
0.7778 Intermediate Similarity NPC121825
0.7765 Intermediate Similarity NPC158756
0.775 Intermediate Similarity NPC478195
0.775 Intermediate Similarity NPC478191
0.775 Intermediate Similarity NPC478194
0.775 Intermediate Similarity NPC478196
0.775 Intermediate Similarity NPC478192
0.775 Intermediate Similarity NPC478193
0.7733 Intermediate Similarity NPC282760
0.7733 Intermediate Similarity NPC470123
0.7727 Intermediate Similarity NPC130359
0.7727 Intermediate Similarity NPC14901
0.7701 Intermediate Similarity NPC45409
0.7701 Intermediate Similarity NPC178215
0.7692 Intermediate Similarity NPC202011
0.7683 Intermediate Similarity NPC108816
0.7683 Intermediate Similarity NPC93763
0.7683 Intermediate Similarity NPC279532
0.7674 Intermediate Similarity NPC66346
0.7674 Intermediate Similarity NPC286338
0.7674 Intermediate Similarity NPC132496
0.7674 Intermediate Similarity NPC82795
0.7674 Intermediate Similarity NPC223871
0.7674 Intermediate Similarity NPC21469
0.7674 Intermediate Similarity NPC473669
0.7674 Intermediate Similarity NPC473478
0.7674 Intermediate Similarity NPC110710
0.7674 Intermediate Similarity NPC231009
0.7674 Intermediate Similarity NPC107986
0.7674 Intermediate Similarity NPC103284
0.7674 Intermediate Similarity NPC1083
0.7674 Intermediate Similarity NPC473651
0.7674 Intermediate Similarity NPC283085
0.7654 Intermediate Similarity NPC68819
0.7654 Intermediate Similarity NPC123360
0.7654 Intermediate Similarity NPC203277
0.7647 Intermediate Similarity NPC169575
0.7647 Intermediate Similarity NPC40746
0.7647 Intermediate Similarity NPC253801
0.764 Intermediate Similarity NPC475879
0.764 Intermediate Similarity NPC473619
0.7632 Intermediate Similarity NPC478101
0.7632 Intermediate Similarity NPC276299
0.7614 Intermediate Similarity NPC476805
0.7614 Intermediate Similarity NPC280621
0.7614 Intermediate Similarity NPC20339
0.7614 Intermediate Similarity NPC475819
0.7614 Intermediate Similarity NPC233551
0.7614 Intermediate Similarity NPC40376
0.7614 Intermediate Similarity NPC21208
0.7614 Intermediate Similarity NPC48338
0.7614 Intermediate Similarity NPC287089
0.7609 Intermediate Similarity NPC477921
0.7595 Intermediate Similarity NPC316185
0.7586 Intermediate Similarity NPC231096
0.7586 Intermediate Similarity NPC308412
0.7586 Intermediate Similarity NPC62118
0.7586 Intermediate Similarity NPC134807
0.7586 Intermediate Similarity NPC134865
0.7586 Intermediate Similarity NPC114694
0.7586 Intermediate Similarity NPC219498
0.7586 Intermediate Similarity NPC240695
0.7586 Intermediate Similarity NPC232555
0.7586 Intermediate Similarity NPC278283
0.7586 Intermediate Similarity NPC171174
0.7586 Intermediate Similarity NPC107717
0.7586 Intermediate Similarity NPC134885
0.7586 Intermediate Similarity NPC103523
0.7586 Intermediate Similarity NPC473687
0.7586 Intermediate Similarity NPC475581
0.7586 Intermediate Similarity NPC112685
0.7586 Intermediate Similarity NPC142117
0.7586 Intermediate Similarity NPC210218
0.7586 Intermediate Similarity NPC204686
0.7561 Intermediate Similarity NPC7563
0.7561 Intermediate Similarity NPC320630
0.7561 Intermediate Similarity NPC116177
0.7558 Intermediate Similarity NPC163093
0.7556 Intermediate Similarity NPC9447
0.7556 Intermediate Similarity NPC473321
0.7532 Intermediate Similarity NPC478100
0.7532 Intermediate Similarity NPC194871
0.7531 Intermediate Similarity NPC473948
0.7531 Intermediate Similarity NPC329852
0.7529 Intermediate Similarity NPC26624
0.7529 Intermediate Similarity NPC131002
0.7529 Intermediate Similarity NPC473780
0.7529 Intermediate Similarity NPC473712
0.7529 Intermediate Similarity NPC180363
0.7529 Intermediate Similarity NPC65930
0.7529 Intermediate Similarity NPC94875
0.7529 Intermediate Similarity NPC145914
0.7529 Intermediate Similarity NPC475159
0.7529 Intermediate Similarity NPC11332
0.7529 Intermediate Similarity NPC73310
0.7529 Intermediate Similarity NPC473529
0.7529 Intermediate Similarity NPC329829
0.7528 Intermediate Similarity NPC79027
0.75 Intermediate Similarity NPC477922
0.75 Intermediate Similarity NPC160138
0.75 Intermediate Similarity NPC478098
0.75 Intermediate Similarity NPC47653
0.75 Intermediate Similarity NPC471142
0.75 Intermediate Similarity NPC478099
0.7474 Intermediate Similarity NPC128733
0.7474 Intermediate Similarity NPC46998
0.7474 Intermediate Similarity NPC110443
0.7474 Intermediate Similarity NPC185141
0.7474 Intermediate Similarity NPC133907
0.7473 Intermediate Similarity NPC29798
0.7473 Intermediate Similarity NPC295204
0.7473 Intermediate Similarity NPC273579
0.7473 Intermediate Similarity NPC282644
0.7473 Intermediate Similarity NPC288240
0.7473 Intermediate Similarity NPC162205
0.7471 Intermediate Similarity NPC471567
0.7471 Intermediate Similarity NPC322529
0.7471 Intermediate Similarity NPC120398
0.7471 Intermediate Similarity NPC477013
0.7471 Intermediate Similarity NPC477014
0.747 Intermediate Similarity NPC267231
0.747 Intermediate Similarity NPC11796
0.747 Intermediate Similarity NPC218817
0.7467 Intermediate Similarity NPC68110
0.7447 Intermediate Similarity NPC471144
0.7444 Intermediate Similarity NPC474098
0.7444 Intermediate Similarity NPC239517
0.7444 Intermediate Similarity NPC475995
0.7442 Intermediate Similarity NPC131669
0.7442 Intermediate Similarity NPC16488
0.7442 Intermediate Similarity NPC473390
0.7442 Intermediate Similarity NPC144415
0.7442 Intermediate Similarity NPC161045
0.7442 Intermediate Similarity NPC116543
0.7442 Intermediate Similarity NPC59097
0.7436 Intermediate Similarity NPC209327
0.7436 Intermediate Similarity NPC273508
0.7436 Intermediate Similarity NPC470256
0.7423 Intermediate Similarity NPC203659
0.7416 Intermediate Similarity NPC287164
0.7416 Intermediate Similarity NPC61257
0.7416 Intermediate Similarity NPC172821
0.7416 Intermediate Similarity NPC261952
0.7416 Intermediate Similarity NPC39754
0.7416 Intermediate Similarity NPC320569
0.7416 Intermediate Similarity NPC100454
0.7416 Intermediate Similarity NPC242364
0.7416 Intermediate Similarity NPC169511
0.7416 Intermediate Similarity NPC191929
0.7416 Intermediate Similarity NPC171135
0.7416 Intermediate Similarity NPC274446
0.7416 Intermediate Similarity NPC81045
0.7416 Intermediate Similarity NPC133730
0.7416 Intermediate Similarity NPC234077
0.7416 Intermediate Similarity NPC151403
0.7412 Intermediate Similarity NPC474980
0.7412 Intermediate Similarity NPC24417
0.7407 Intermediate Similarity NPC476355
0.7386 Intermediate Similarity NPC305475
0.7386 Intermediate Similarity NPC309211

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC99651 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
0.7263 Intermediate Similarity NPD4225 Approved
0.7128 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7065 Intermediate Similarity NPD46 Approved
0.7065 Intermediate Similarity NPD6698 Approved
0.6931 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6882 Remote Similarity NPD5785 Approved
0.6882 Remote Similarity NPD7838 Discovery
0.6809 Remote Similarity NPD7983 Approved
0.6742 Remote Similarity NPD5209 Approved
0.6705 Remote Similarity NPD4252 Approved
0.6705 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6703 Remote Similarity NPD5363 Approved
0.6667 Remote Similarity NPD7154 Phase 3
0.663 Remote Similarity NPD4249 Approved
0.6593 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6571 Remote Similarity NPD6371 Approved
0.6559 Remote Similarity NPD4250 Approved
0.6559 Remote Similarity NPD4251 Approved
0.6556 Remote Similarity NPD4269 Approved
0.6556 Remote Similarity NPD4270 Approved
0.6522 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6509 Remote Similarity NPD2204 Approved
0.6494 Remote Similarity NPD9119 Approved
0.6494 Remote Similarity NPD6109 Phase 1
0.6494 Remote Similarity NPD69 Approved
0.6484 Remote Similarity NPD5362 Discontinued
0.6477 Remote Similarity NPD4271 Approved
0.6477 Remote Similarity NPD4268 Approved
0.6452 Remote Similarity NPD5786 Approved
0.6444 Remote Similarity NPD5369 Approved
0.64 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6364 Remote Similarity NPD9118 Approved
0.6364 Remote Similarity NPD7115 Discovery
0.6344 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6333 Remote Similarity NPD4822 Approved
0.6333 Remote Similarity NPD4820 Approved
0.6333 Remote Similarity NPD4821 Approved
0.6333 Remote Similarity NPD4819 Approved
0.6304 Remote Similarity NPD6110 Phase 1
0.6304 Remote Similarity NPD5332 Approved
0.6304 Remote Similarity NPD5331 Approved
0.6289 Remote Similarity NPD7637 Suspended
0.6282 Remote Similarity NPD585 Clinical (unspecified phase)
0.6264 Remote Similarity NPD4790 Discontinued
0.625 Remote Similarity NPD5370 Suspended
0.6226 Remote Similarity NPD6686 Approved
0.6224 Remote Similarity NPD5779 Approved
0.6224 Remote Similarity NPD5778 Approved
0.622 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6216 Remote Similarity NPD6927 Phase 3
0.6204 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6162 Remote Similarity NPD5282 Discontinued
0.6125 Remote Similarity NPD4246 Clinical (unspecified phase)
0.6122 Remote Similarity NPD4810 Clinical (unspecified phase)
0.6117 Remote Similarity NPD5344 Discontinued
0.6111 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6082 Remote Similarity NPD6101 Approved
0.6082 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6071 Remote Similarity NPD4247 Clinical (unspecified phase)
0.604 Remote Similarity NPD7839 Suspended
0.604 Remote Similarity NPD4228 Discovery
0.6022 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6022 Remote Similarity NPD6435 Approved
0.6 Remote Similarity NPD8516 Approved
0.6 Remote Similarity NPD1694 Approved
0.6 Remote Similarity NPD8515 Approved
0.6 Remote Similarity NPD8517 Approved
0.6 Remote Similarity NPD8513 Phase 3
0.596 Remote Similarity NPD6411 Approved
0.5922 Remote Similarity NPD7638 Approved
0.5918 Remote Similarity NPD1695 Approved
0.5904 Remote Similarity NPD3197 Phase 1
0.5882 Remote Similarity NPD4792 Clinical (unspecified phase)
0.5865 Remote Similarity NPD7640 Approved
0.5865 Remote Similarity NPD7639 Approved
0.5811 Remote Similarity NPD5343 Approved
0.5806 Remote Similarity NPD5368 Approved
0.5789 Remote Similarity NPD7505 Discontinued
0.5766 Remote Similarity NPD7601 Clinical (unspecified phase)
0.5753 Remote Similarity NPD4222 Approved
0.575 Remote Similarity NPD8074 Phase 3
0.5727 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5714 Remote Similarity NPD6053 Discontinued
0.5714 Remote Similarity NPD6648 Approved
0.5656 Remote Similarity NPD7319 Approved
0.5652 Remote Similarity NPD4756 Discovery
0.563 Remote Similarity NPD7829 Approved
0.563 Remote Similarity NPD7642 Approved
0.563 Remote Similarity NPD7830 Approved
0.5604 Remote Similarity NPD8039 Approved

Structure

External Identifiers

PubChem CID   44179792
ChEMBL   CHEMBL1086787
ZINC  

Physicochemical Properties

Molecular Weight:  346.18
ALogP:  2.8665
MLogP:  3.11
XLogP:  2.674
# Rotatable Bonds:  11
Polar Surface Area:  72.83
# H-Bond Aceptor:  5
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  25

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Structure MOL file  
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Similar NPs/Drugs