Natural Product: NPC476813

Natural Product ID:  NPC476813
Common Name:   (2S)-3-[(2R,4Z)-4-[[(1S,2R,4aR,6R,8S,8aR)-2-[(E)-but-2-en-2-yl]-6,8-dimethyl-1,2,3,4,4a,5,6,7,8,8a-decahydronaphthalen-1-yl]-hydroxymethylidene]-3,5-dioxopyrrolidin-2-yl]-2-hydroxy-2-methylpropanoic acid
IUPAC Name:   (2S)-3-[(2R,4Z)-4-[[(1S,2R,4aR,6R,8S,8aR)-2-[(E)-but-2-en-2-yl]-6,8-dimethyl-1,2,3,4,4a,5,6,7,8,8a-decahydronaphthalen-1-yl]-hydroxymethylidene]-3,5-dioxopyrrolidin-2-yl]-2-hydroxy-2-methylpropanoic acid
Synonyms:   SCH-210971
Molecular Formula:   C25H37NO6
Standard InCHIKey:  MUDQVVPCPYQCHC-UPZXKQCMSA-N
Standard InCHI:  InChI=1S/C25H37NO6/c1-6-13(3)16-8-7-15-10-12(2)9-14(4)18(15)19(16)22(28)20-21(27)17(26-23(20)29)11-25(5,32)24(30)31/h6,12,14-19,28,32H,7-11H2,1-5H3,(H,26,29)(H,30,31)/b13-6+,22-20-/t12-,14+,15-,16+,17-,18-,19-,25+/m1/s1
Canonical SMILES:  C/C=C(/[C@@H]1CC[C@H]2[C@H]([C@@H]1/C(=C1/C(=N[C@@H](C1=O)C[C@@](C(=O)O)(O)C)O)/O)[C@@H](C)C[C@H](C2)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
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota PMID[16872138]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT236 Individual Protein C-C chemokine receptor type 5 Homo sapiens IC50 = 1200 nM 16872138

  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 NPC476813 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
1.0 High Similarity NPC476814
0.7586 Intermediate Similarity NPC307903
0.7586 Intermediate Similarity NPC140251
0.7391 Intermediate Similarity NPC474563
0.7333 Intermediate Similarity NPC476269
0.7203 Intermediate Similarity NPC475800
0.7179 Intermediate Similarity NPC472616
0.7167 Intermediate Similarity NPC476290
0.7097 Intermediate Similarity NPC476190
0.7083 Intermediate Similarity NPC474725
0.7009 Intermediate Similarity NPC469598
0.6975 Remote Similarity NPC472615
0.6885 Remote Similarity NPC113012
0.6885 Remote Similarity NPC122926
0.6759 Remote Similarity NPC469833
0.6759 Remote Similarity NPC469838
0.6757 Remote Similarity NPC476409
0.6744 Remote Similarity NPC469515
0.6742 Remote Similarity NPC204556
0.6723 Remote Similarity NPC226509
0.6723 Remote Similarity NPC152718
0.6718 Remote Similarity NPC469494
0.6667 Remote Similarity NPC24389
0.6612 Remote Similarity NPC469958
0.6607 Remote Similarity NPC472614
0.6518 Remote Similarity NPC472869
0.6518 Remote Similarity NPC229717
0.6514 Remote Similarity NPC189237
0.648 Remote Similarity NPC46764
0.6476 Remote Similarity NPC469835
0.6471 Remote Similarity NPC177680
0.6471 Remote Similarity NPC153776
0.6471 Remote Similarity NPC234542
0.6471 Remote Similarity NPC472729
0.6471 Remote Similarity NPC472730
0.6466 Remote Similarity NPC131840
0.646 Remote Similarity NPC136948
0.6441 Remote Similarity NPC269492
0.6441 Remote Similarity NPC123141
0.6435 Remote Similarity NPC476369
0.6435 Remote Similarity NPC476437
0.6423 Remote Similarity NPC292588
0.6417 Remote Similarity NPC473224
0.6417 Remote Similarity NPC472727
0.6417 Remote Similarity NPC472728
0.6404 Remote Similarity NPC72397
0.6404 Remote Similarity NPC48107
0.6404 Remote Similarity NPC117122
0.6404 Remote Similarity NPC472870
0.6397 Remote Similarity NPC164476
0.6397 Remote Similarity NPC471471
0.6397 Remote Similarity NPC121601
0.6393 Remote Similarity NPC475050
0.6387 Remote Similarity NPC473161
0.6387 Remote Similarity NPC4834
0.6385 Remote Similarity NPC296361
0.6385 Remote Similarity NPC9714
0.6378 Remote Similarity NPC7797
0.6371 Remote Similarity NPC251330
0.6364 Remote Similarity NPC323441
0.6364 Remote Similarity NPC275766
0.6348 Remote Similarity NPC262043
0.6341 Remote Similarity NPC119329
0.6339 Remote Similarity NPC19849
0.6339 Remote Similarity NPC472864
0.6331 Remote Similarity NPC183722
0.6328 Remote Similarity NPC106479
0.6325 Remote Similarity NPC476416
0.6325 Remote Similarity NPC472613
0.632 Remote Similarity NPC168883
0.6304 Remote Similarity NPC116057
0.6303 Remote Similarity NPC247220
0.6303 Remote Similarity NPC472733
0.6303 Remote Similarity NPC472734
0.6303 Remote Similarity NPC29152
0.6299 Remote Similarity NPC472928
0.6299 Remote Similarity NPC474431
0.6299 Remote Similarity NPC474411
0.6296 Remote Similarity NPC61952
0.6293 Remote Similarity NPC472866
0.6293 Remote Similarity NPC51486
0.6293 Remote Similarity NPC471818
0.629 Remote Similarity NPC85529
0.629 Remote Similarity NPC472935
0.629 Remote Similarity NPC271269
0.629 Remote Similarity NPC32006
0.629 Remote Similarity NPC230677
0.6286 Remote Similarity NPC469836
0.6283 Remote Similarity NPC269638
0.6281 Remote Similarity NPC198880
0.6281 Remote Similarity NPC51370
0.6281 Remote Similarity NPC54705
0.6281 Remote Similarity NPC287833
0.6279 Remote Similarity NPC471645
0.6279 Remote Similarity NPC50694
0.6271 Remote Similarity NPC477290
0.627 Remote Similarity NPC175585
0.627 Remote Similarity NPC220705
0.627 Remote Similarity NPC300026
0.6269 Remote Similarity NPC16709
0.626 Remote Similarity NPC474330
0.626 Remote Similarity NPC474207
0.626 Remote Similarity NPC476956
0.626 Remote Similarity NPC470276
0.625 Remote Similarity NPC105803
0.625 Remote Similarity NPC208094
0.625 Remote Similarity NPC97913
0.625 Remote Similarity NPC477373
0.625 Remote Similarity NPC472732
0.625 Remote Similarity NPC472731
0.625 Remote Similarity NPC258985
0.625 Remote Similarity NPC156546
0.6241 Remote Similarity NPC315915
0.624 Remote Similarity NPC473284
0.6239 Remote Similarity NPC472264
0.6239 Remote Similarity NPC473986
0.6239 Remote Similarity NPC474018
0.6239 Remote Similarity NPC198240
0.623 Remote Similarity NPC270155
0.623 Remote Similarity NPC282524
0.623 Remote Similarity NPC313234
0.623 Remote Similarity NPC175531
0.623 Remote Similarity NPC475867
0.6228 Remote Similarity NPC186975
0.6224 Remote Similarity NPC208725
0.6224 Remote Similarity NPC471672
0.6222 Remote Similarity NPC476729
0.622 Remote Similarity NPC328052
0.6218 Remote Similarity NPC150041
0.6218 Remote Similarity NPC295347
0.6218 Remote Similarity NPC147232
0.6216 Remote Similarity NPC44963
0.6216 Remote Similarity NPC472684
0.6216 Remote Similarity NPC278459
0.621 Remote Similarity NPC14537
0.621 Remote Similarity NPC325769
0.621 Remote Similarity NPC13385
0.6207 Remote Similarity NPC472676
0.6207 Remote Similarity NPC472688
0.6204 Remote Similarity NPC151622
0.6204 Remote Similarity NPC180886
0.6204 Remote Similarity NPC7629
0.6204 Remote Similarity NPC477793
0.6204 Remote Similarity NPC329919
0.6202 Remote Similarity NPC472929
0.6202 Remote Similarity NPC474271
0.6202 Remote Similarity NPC5485
0.6202 Remote Similarity NPC469597
0.6195 Remote Similarity NPC164577
0.6195 Remote Similarity NPC472865
0.6195 Remote Similarity NPC248758
0.619 Remote Similarity NPC24596
0.619 Remote Similarity NPC295244
0.6187 Remote Similarity NPC472413
0.6186 Remote Similarity NPC472871
0.6183 Remote Similarity NPC216335
0.6183 Remote Similarity NPC472934
0.6183 Remote Similarity NPC201968
0.6182 Remote Similarity NPC192329
0.6174 Remote Similarity NPC236618
0.6174 Remote Similarity NPC128644
0.6174 Remote Similarity NPC472007
0.6172 Remote Similarity NPC324683
0.6167 Remote Similarity NPC472675
0.6167 Remote Similarity NPC472941
0.6167 Remote Similarity NPC184065
0.6167 Remote Similarity NPC21681
0.6167 Remote Similarity NPC456
0.6165 Remote Similarity NPC109973
0.6164 Remote Similarity NPC193753
0.6164 Remote Similarity NPC160222
0.6161 Remote Similarity NPC302661
0.6161 Remote Similarity NPC238991
0.6161 Remote Similarity NPC469325
0.6161 Remote Similarity NPC320514
0.616 Remote Similarity NPC473252
0.6148 Remote Similarity NPC174314
0.6148 Remote Similarity NPC117685
0.6148 Remote Similarity NPC46761
0.6148 Remote Similarity NPC91693
0.6148 Remote Similarity NPC18945
0.6148 Remote Similarity NPC265557
0.6148 Remote Similarity NPC105926
0.6147 Remote Similarity NPC34110
0.6142 Remote Similarity NPC218602
0.6142 Remote Similarity NPC133729
0.614 Remote Similarity NPC94531
0.614 Remote Similarity NPC8571
0.614 Remote Similarity NPC123319
0.614 Remote Similarity NPC142649
0.614 Remote Similarity NPC11711
0.614 Remote Similarity NPC311702
0.614 Remote Similarity NPC474680
0.6134 Remote Similarity NPC476415
0.6134 Remote Similarity NPC84893
0.6129 Remote Similarity NPC230918
0.6129 Remote Similarity NPC72151
0.6126 Remote Similarity NPC233352
0.6126 Remote Similarity NPC138492
0.6126 Remote Similarity NPC824

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC476813 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
0.6842 Remote Similarity NPD6914 Discontinued
0.6613 Remote Similarity NPD6420 Discontinued
0.6555 Remote Similarity NPD6404 Discontinued
0.6198 Remote Similarity NPD5696 Approved
0.6167 Remote Similarity NPD7614 Phase 1
0.6161 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6154 Remote Similarity NPD6333 Approved
0.6154 Remote Similarity NPD6334 Approved
0.6134 Remote Similarity NPD5769 Clinical (unspecified phase)
0.6068 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6047 Remote Similarity NPD7601 Clinical (unspecified phase)
0.6016 Remote Similarity NPD6413 Approved
0.6 Remote Similarity NPD6908 Approved
0.6 Remote Similarity NPD6909 Approved
0.6 Remote Similarity NPD5329 Approved
0.5984 Remote Similarity NPD6083 Phase 2
0.5984 Remote Similarity NPD6084 Phase 2
0.5982 Remote Similarity NPD4695 Discontinued
0.5957 Remote Similarity NPD7260 Phase 2
0.5956 Remote Similarity NPD8080 Discontinued
0.595 Remote Similarity NPD4629 Approved
0.595 Remote Similarity NPD5210 Approved
0.5948 Remote Similarity NPD4623 Approved
0.5948 Remote Similarity NPD4519 Discontinued
0.5948 Remote Similarity NPD3574 Clinical (unspecified phase)
0.594 Remote Similarity NPD7115 Discovery
0.594 Remote Similarity NPD7500 Approved
0.5932 Remote Similarity NPD6080 Approved
0.5932 Remote Similarity NPD6904 Approved
0.5932 Remote Similarity NPD6673 Approved
0.5923 Remote Similarity NPD7116 Clinical (unspecified phase)
0.5923 Remote Similarity NPD2204 Approved
0.5913 Remote Similarity NPD4197 Approved
0.5902 Remote Similarity NPD5349 Clinical (unspecified phase)
0.5862 Remote Similarity NPD5363 Approved
0.5857 Remote Similarity NPD6325 Discontinued
0.5847 Remote Similarity NPD5737 Approved
0.5847 Remote Similarity NPD6672 Approved
0.5846 Remote Similarity NPD6421 Discontinued
0.5833 Remote Similarity NPD1376 Discontinued
0.5833 Remote Similarity NPD5284 Approved
0.5833 Remote Similarity NPD5281 Approved
0.5833 Remote Similarity NPD5693 Phase 1
0.582 Remote Similarity NPD5695 Phase 3
0.5806 Remote Similarity NPD4225 Approved
0.5804 Remote Similarity NPD3617 Approved
0.5804 Remote Similarity NPD6845 Suspended
0.5802 Remote Similarity NPD1719 Phase 1
0.5798 Remote Similarity NPD4753 Phase 2
0.5785 Remote Similarity NPD5781 Clinical (unspecified phase)
0.5781 Remote Similarity NPD6402 Approved
0.5781 Remote Similarity NPD6675 Approved
0.5781 Remote Similarity NPD7128 Approved
0.5781 Remote Similarity NPD5739 Approved
0.5772 Remote Similarity NPD7732 Phase 3
0.5769 Remote Similarity NPD6373 Approved
0.5769 Remote Similarity NPD6372 Approved
0.5766 Remote Similarity NPD7739 Clinical (unspecified phase)
0.5766 Remote Similarity NPD6921 Approved
0.5766 Remote Similarity NPD8274 Clinical (unspecified phase)
0.5745 Remote Similarity NPD8337 Approved
0.5745 Remote Similarity NPD8336 Approved
0.5739 Remote Similarity NPD4269 Approved
0.5739 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5739 Remote Similarity NPD4221 Approved
0.5739 Remote Similarity NPD4270 Approved
0.5739 Remote Similarity NPD4223 Phase 3
0.5738 Remote Similarity NPD5771 Approved
0.5725 Remote Similarity NPD7624 Clinical (unspecified phase)
0.5725 Remote Similarity NPD7623 Phase 3
0.5706 Remote Similarity NPD5032 Approved
0.5702 Remote Similarity NPD6050 Approved
0.5702 Remote Similarity NPD7515 Phase 2
0.5692 Remote Similarity NPD7320 Approved
0.5692 Remote Similarity NPD6881 Approved
0.5692 Remote Similarity NPD6899 Approved
0.5686 Remote Similarity NPD7274 Clinical (unspecified phase)
0.5685 Remote Similarity NPD8387 Clinical (unspecified phase)
0.5683 Remote Similarity NPD7642 Approved
0.5682 Remote Similarity NPD3642 Approved
0.5682 Remote Similarity NPD6650 Approved
0.5682 Remote Similarity NPD3644 Approved
0.5682 Remote Similarity NPD3643 Approved
0.5682 Remote Similarity NPD6649 Approved
0.5678 Remote Similarity NPD5280 Approved
0.5678 Remote Similarity NPD5786 Approved
0.5678 Remote Similarity NPD6098 Approved
0.5678 Remote Similarity NPD5690 Phase 2
0.5678 Remote Similarity NPD4694 Approved
0.5674 Remote Similarity NPD8074 Phase 3
0.5673 Remote Similarity NPD5035 Approved
0.5669 Remote Similarity NPD5211 Phase 2
0.5669 Remote Similarity NPD5091 Approved
0.5656 Remote Similarity NPD6399 Phase 3
0.5652 Remote Similarity NPD5981 Approved
0.5645 Remote Similarity NPD4697 Phase 3
0.5643 Remote Similarity NPD8342 Approved
0.5643 Remote Similarity NPD8299 Approved
0.5643 Remote Similarity NPD8340 Approved
0.5643 Remote Similarity NPD8341 Approved
0.5639 Remote Similarity NPD8297 Approved
0.562 Remote Similarity NPD5785 Approved
0.562 Remote Similarity NPD5692 Phase 3
0.5616 Remote Similarity NPD8415 Approved
0.5615 Remote Similarity NPD5701 Approved
0.5615 Remote Similarity NPD6614 Approved
0.5615 Remote Similarity NPD5697 Approved
0.561 Remote Similarity NPD7748 Approved
0.5606 Remote Similarity NPD7102 Approved
0.5606 Remote Similarity NPD7290 Approved
0.5606 Remote Similarity NPD6883 Approved
0.5606 Remote Similarity NPD4634 Approved
0.56 Remote Similarity NPD7902 Approved
0.56 Remote Similarity NPD4755 Approved

Structure

External Identifiers

PubChem CID   77281925
ChEMBL   CHEMBL495654
ZINC  

Physicochemical Properties

Molecular Weight:  447.26
ALogP:  0.7642
MLogP:  3.44
XLogP:  5.579
# Rotatable Bonds:  14
Polar Surface Area:  127.42
# H-Bond Aceptor:  7
# H-Bond Donor:  4
# Rings:  3
# Heavy Atoms:  32

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Similar NPs/Drugs