Natural Product: NPC475832

Natural Product ID:  NPC475832
Common Name:   Alpha-Allamcidin
IUPAC Name:   methyl (1S,4S,4aS,7R,7aS)-1-hydroxy-4'-[(1S)-1-hydroxyethyl]-5'-oxospiro[3,4,4a,7a-tetrahydro-1H-cyclopenta[c]pyran-7,2'-furan]-4-carboxylate
Synonyms:   Alpha-Allamcidin
Molecular Formula:   C15H18O7
Standard InCHIKey:  MWYGUUCBPMDIGE-YISAIYGJSA-N
Standard InCHI:  InChI=1S/C15H18O7/c1-7(16)9-5-15(22-13(9)18)4-3-8-10(12(17)20-2)6-21-14(19)11(8)15/h3-5,7-8,10-11,14,16,19H,6H2,1-2H3/t7-,8+,10+,11+,14-,15+/m0/s1
Canonical SMILES:  COC(=O)[C@@H]1CO[C@@H]([C@H]2[C@@H]1C=C[C@@]12OC(=O)C(=C1)[C@@H](O)C)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
NPO12734 Plumeria rubra Species Apocynaceae Eukaryota bark Indonesia PMID[1965200]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT453 Cell Line HT-1080 Homo sapiens ED50 > 50 ug/ml 23398362
NPT2 Others Unspecified ED50 > 50 ug/ml 23398362
NPT168 Cell Line P388 Mus musculus ED50 > 50 ug/ml 23398362
NPT91 Cell Line KB Homo sapiens ED50 > 50 ug/ml 23398362
NPT2 Others Unspecified ED50 > 50 ug/ml 15646539

  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 NPC475832 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 NPC475927
0.8878 High Similarity NPC474285
0.8878 High Similarity NPC254538
0.8416 Intermediate Similarity NPC475960
0.8283 Intermediate Similarity NPC13171
0.8283 Intermediate Similarity NPC195510
0.8119 Intermediate Similarity NPC474917
0.7917 Intermediate Similarity NPC300312
0.7917 Intermediate Similarity NPC111114
0.7917 Intermediate Similarity NPC261607
0.7879 Intermediate Similarity NPC471462
0.7872 Intermediate Similarity NPC475037
0.7849 Intermediate Similarity NPC475034
0.7778 Intermediate Similarity NPC321728
0.7767 Intermediate Similarity NPC86095
0.7755 Intermediate Similarity NPC475572
0.7742 Intermediate Similarity NPC475035
0.7742 Intermediate Similarity NPC212363
0.7723 Intermediate Similarity NPC22149
0.7723 Intermediate Similarity NPC255677
0.7723 Intermediate Similarity NPC306344
0.7708 Intermediate Similarity NPC295312
0.7708 Intermediate Similarity NPC87306
0.77 Intermediate Similarity NPC40812
0.77 Intermediate Similarity NPC475709
0.7684 Intermediate Similarity NPC160138
0.7684 Intermediate Similarity NPC142583
0.7677 Intermediate Similarity NPC304886
0.7667 Intermediate Similarity NPC127526
0.7653 Intermediate Similarity NPC476049
0.7647 Intermediate Similarity NPC28304
0.7647 Intermediate Similarity NPC298255
0.7629 Intermediate Similarity NPC71533
0.7629 Intermediate Similarity NPC106510
0.7629 Intermediate Similarity NPC473448
0.7629 Intermediate Similarity NPC473455
0.7629 Intermediate Similarity NPC77337
0.7624 Intermediate Similarity NPC261377
0.7624 Intermediate Similarity NPC83895
0.7624 Intermediate Similarity NPC255592
0.7624 Intermediate Similarity NPC308567
0.7624 Intermediate Similarity NPC187761
0.7604 Intermediate Similarity NPC153570
0.7596 Intermediate Similarity NPC307846
0.7596 Intermediate Similarity NPC305157
0.7576 Intermediate Similarity NPC469632
0.7573 Intermediate Similarity NPC310804
0.7573 Intermediate Similarity NPC261117
0.7573 Intermediate Similarity NPC250545
0.7568 Intermediate Similarity NPC475309
0.7553 Intermediate Similarity NPC266718
0.7547 Intermediate Similarity NPC476765
0.7526 Intermediate Similarity NPC205548
0.75 Intermediate Similarity NPC272050
0.75 Intermediate Similarity NPC214694
0.75 Intermediate Similarity NPC284929
0.75 Intermediate Similarity NPC471142
0.75 Intermediate Similarity NPC118761
0.75 Intermediate Similarity NPC197541
0.75 Intermediate Similarity NPC234304
0.75 Intermediate Similarity NPC267869
0.75 Intermediate Similarity NPC110989
0.75 Intermediate Similarity NPC473248
0.7476 Intermediate Similarity NPC116139
0.7475 Intermediate Similarity NPC61201
0.7451 Intermediate Similarity NPC141191
0.7449 Intermediate Similarity NPC475855
0.7447 Intermediate Similarity NPC211455
0.7447 Intermediate Similarity NPC52923
0.7447 Intermediate Similarity NPC188717
0.7429 Intermediate Similarity NPC203659
0.7429 Intermediate Similarity NPC100487
0.7426 Intermediate Similarity NPC241911
0.7426 Intermediate Similarity NPC185553
0.7419 Intermediate Similarity NPC325031
0.7411 Intermediate Similarity NPC13710
0.7407 Intermediate Similarity NPC476766
0.7404 Intermediate Similarity NPC222062
0.7404 Intermediate Similarity NPC66110
0.7404 Intermediate Similarity NPC225353
0.74 Intermediate Similarity NPC476267
0.74 Intermediate Similarity NPC167219
0.74 Intermediate Similarity NPC474338
0.7391 Intermediate Similarity NPC469617
0.7379 Intermediate Similarity NPC469864
0.7379 Intermediate Similarity NPC475053
0.7379 Intermediate Similarity NPC288876
0.7379 Intermediate Similarity NPC469872
0.7374 Intermediate Similarity NPC9447
0.7374 Intermediate Similarity NPC477749
0.7368 Intermediate Similarity NPC470829
0.7368 Intermediate Similarity NPC473228
0.7368 Intermediate Similarity NPC219966
0.7353 Intermediate Similarity NPC472290
0.7353 Intermediate Similarity NPC169205
0.7347 Intermediate Similarity NPC212598
0.734 Intermediate Similarity NPC26624
0.7333 Intermediate Similarity NPC475945
0.7333 Intermediate Similarity NPC475871
0.7333 Intermediate Similarity NPC329852
0.7327 Intermediate Similarity NPC101051
0.7327 Intermediate Similarity NPC275960
0.7327 Intermediate Similarity NPC476488
0.7327 Intermediate Similarity NPC90121
0.7327 Intermediate Similarity NPC193645
0.7327 Intermediate Similarity NPC477922
0.7327 Intermediate Similarity NPC473334
0.7327 Intermediate Similarity NPC476487
0.7327 Intermediate Similarity NPC48803
0.732 Intermediate Similarity NPC475678
0.7315 Intermediate Similarity NPC476759
0.7308 Intermediate Similarity NPC474742
0.7308 Intermediate Similarity NPC62670
0.7308 Intermediate Similarity NPC475099
0.73 Intermediate Similarity NPC135776
0.73 Intermediate Similarity NPC475912
0.7292 Intermediate Similarity NPC215364
0.7292 Intermediate Similarity NPC261380
0.7292 Intermediate Similarity NPC137033
0.7282 Intermediate Similarity NPC473326
0.7282 Intermediate Similarity NPC472015
0.7282 Intermediate Similarity NPC187268
0.7282 Intermediate Similarity NPC471144
0.7282 Intermediate Similarity NPC244411
0.7273 Intermediate Similarity NPC476004
0.7273 Intermediate Similarity NPC144133
0.7273 Intermediate Similarity NPC303451
0.7273 Intermediate Similarity NPC475879
0.7273 Intermediate Similarity NPC474761
0.7273 Intermediate Similarity NPC179394
0.7273 Intermediate Similarity NPC6414
0.7273 Intermediate Similarity NPC312042
0.7264 Intermediate Similarity NPC309190
0.7263 Intermediate Similarity NPC250315
0.7255 Intermediate Similarity NPC230800
0.7255 Intermediate Similarity NPC477921
0.7255 Intermediate Similarity NPC306041
0.7248 Intermediate Similarity NPC235014
0.7245 Intermediate Similarity NPC474471
0.7245 Intermediate Similarity NPC153805
0.7245 Intermediate Similarity NPC227379
0.7245 Intermediate Similarity NPC137368
0.7245 Intermediate Similarity NPC473715
0.7241 Intermediate Similarity NPC472768
0.7238 Intermediate Similarity NPC313569
0.7238 Intermediate Similarity NPC474747
0.7234 Intermediate Similarity NPC297440
0.7228 Intermediate Similarity NPC25701
0.7228 Intermediate Similarity NPC474555
0.7228 Intermediate Similarity NPC470010
0.7228 Intermediate Similarity NPC140543
0.7228 Intermediate Similarity NPC2003
0.7228 Intermediate Similarity NPC323008
0.7228 Intermediate Similarity NPC71589
0.7228 Intermediate Similarity NPC470013
0.7228 Intermediate Similarity NPC477131
0.7228 Intermediate Similarity NPC262133
0.7222 Intermediate Similarity NPC177524
0.7222 Intermediate Similarity NPC219900
0.7222 Intermediate Similarity NPC392
0.7216 Intermediate Similarity NPC122502
0.7216 Intermediate Similarity NPC284902
0.7212 Intermediate Similarity NPC324667
0.7212 Intermediate Similarity NPC280963
0.7212 Intermediate Similarity NPC306856
0.72 Intermediate Similarity NPC177037
0.72 Intermediate Similarity NPC473321
0.72 Intermediate Similarity NPC470379
0.72 Intermediate Similarity NPC472814
0.72 Intermediate Similarity NPC131209
0.72 Intermediate Similarity NPC470373
0.72 Intermediate Similarity NPC477783
0.7196 Intermediate Similarity NPC153095
0.7196 Intermediate Similarity NPC314244
0.7196 Intermediate Similarity NPC472749
0.7196 Intermediate Similarity NPC472751
0.7196 Intermediate Similarity NPC239961
0.7196 Intermediate Similarity NPC243998
0.7188 Intermediate Similarity NPC163615
0.7188 Intermediate Similarity NPC472957
0.7188 Intermediate Similarity NPC472958
0.7188 Intermediate Similarity NPC243618
0.7188 Intermediate Similarity NPC70424
0.7188 Intermediate Similarity NPC38569
0.7184 Intermediate Similarity NPC476613
0.7184 Intermediate Similarity NPC245521
0.7184 Intermediate Similarity NPC476612
0.7172 Intermediate Similarity NPC477748
0.717 Intermediate Similarity NPC471938
0.717 Intermediate Similarity NPC472747
0.717 Intermediate Similarity NPC472750
0.7157 Intermediate Similarity NPC14961
0.7157 Intermediate Similarity NPC36954
0.7157 Intermediate Similarity NPC270013
0.7155 Intermediate Similarity NPC470419
0.7143 Intermediate Similarity NPC471412
0.7143 Intermediate Similarity NPC86005
0.7143 Intermediate Similarity NPC198992
0.7143 Intermediate Similarity NPC475703
0.7129 Intermediate Similarity NPC125674

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC475832 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
0.7327 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD6686 Approved
0.6961 Remote Similarity NPD5779 Approved
0.6961 Remote Similarity NPD5778 Approved
0.6923 Remote Similarity NPD7839 Suspended
0.6818 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6803 Remote Similarity NPD7319 Approved
0.6792 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6786 Remote Similarity NPD6371 Approved
0.678 Remote Similarity NPD8517 Approved
0.678 Remote Similarity NPD8516 Approved
0.678 Remote Similarity NPD8515 Approved
0.678 Remote Similarity NPD8513 Phase 3
0.6765 Remote Similarity NPD46 Approved
0.6765 Remote Similarity NPD6698 Approved
0.6731 Remote Similarity NPD5282 Discontinued
0.6699 Remote Similarity NPD7983 Approved
0.6694 Remote Similarity NPD7507 Approved
0.6667 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6633 Remote Similarity NPD5209 Approved
0.6602 Remote Similarity NPD5785 Approved
0.6535 Remote Similarity NPD4249 Approved
0.6522 Remote Similarity NPD6053 Discontinued
0.6505 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6505 Remote Similarity NPD6101 Approved
0.6505 Remote Similarity NPD1695 Approved
0.6481 Remote Similarity NPD4225 Approved
0.6471 Remote Similarity NPD4250 Approved
0.6471 Remote Similarity NPD4251 Approved
0.6442 Remote Similarity NPD7838 Discovery
0.6436 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6436 Remote Similarity NPD5363 Approved
0.6435 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6422 Remote Similarity NPD7640 Approved
0.6422 Remote Similarity NPD7639 Approved
0.64 Remote Similarity NPD5362 Discontinued
0.64 Remote Similarity NPD7154 Phase 3
0.6393 Remote Similarity NPD7829 Approved
0.6393 Remote Similarity NPD7642 Approved
0.6393 Remote Similarity NPD7830 Approved
0.6381 Remote Similarity NPD7637 Suspended
0.6381 Remote Similarity NPD6411 Approved
0.6373 Remote Similarity NPD5786 Approved
0.6364 Remote Similarity NPD5344 Discontinued
0.633 Remote Similarity NPD7638 Approved
0.632 Remote Similarity NPD7736 Approved
0.6311 Remote Similarity NPD6370 Approved
0.63 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6263 Remote Similarity NPD4252 Approved
0.6263 Remote Similarity NPD5790 Clinical (unspecified phase)
0.625 Remote Similarity NPD7328 Approved
0.625 Remote Similarity NPD7327 Approved
0.624 Remote Similarity NPD8074 Phase 3
0.6238 Remote Similarity NPD6110 Phase 1
0.621 Remote Similarity NPD7492 Approved
0.6198 Remote Similarity NPD7516 Approved
0.6196 Remote Similarity NPD4247 Clinical (unspecified phase)
0.6183 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6167 Remote Similarity NPD7115 Discovery
0.616 Remote Similarity NPD8451 Approved
0.616 Remote Similarity NPD6616 Approved
0.6148 Remote Similarity NPD6054 Approved
0.6148 Remote Similarity NPD8294 Approved
0.6148 Remote Similarity NPD8377 Approved
0.6139 Remote Similarity NPD4270 Approved
0.6139 Remote Similarity NPD4269 Approved
0.6139 Remote Similarity NPD6435 Approved
0.6126 Remote Similarity NPD6648 Approved
0.6117 Remote Similarity NPD1694 Approved
0.6111 Remote Similarity NPD8293 Discontinued
0.6111 Remote Similarity NPD8448 Approved
0.6111 Remote Similarity NPD7078 Approved
0.61 Remote Similarity NPD4819 Approved
0.61 Remote Similarity NPD4822 Approved
0.61 Remote Similarity NPD4820 Approved
0.61 Remote Similarity NPD4821 Approved
0.6098 Remote Similarity NPD8380 Approved
0.6098 Remote Similarity NPD8296 Approved
0.6098 Remote Similarity NPD6016 Approved
0.6098 Remote Similarity NPD8379 Approved
0.6098 Remote Similarity NPD8378 Approved
0.6098 Remote Similarity NPD8444 Approved
0.6098 Remote Similarity NPD7503 Approved
0.6098 Remote Similarity NPD8033 Approved
0.6098 Remote Similarity NPD6015 Approved
0.6098 Remote Similarity NPD8335 Approved
0.6087 Remote Similarity NPD6412 Phase 2
0.608 Remote Similarity NPD8340 Approved
0.608 Remote Similarity NPD8299 Approved
0.608 Remote Similarity NPD8341 Approved
0.608 Remote Similarity NPD8342 Approved
0.6061 Remote Similarity NPD4271 Approved
0.6061 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6061 Remote Similarity NPD4268 Approved
0.6048 Remote Similarity NPD5988 Approved
0.604 Remote Similarity NPD5369 Approved
0.6016 Remote Similarity NPD6319 Approved
0.6 Remote Similarity NPD8328 Phase 3
0.5984 Remote Similarity NPD7641 Discontinued
0.5983 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5969 Remote Similarity NPD8392 Approved
0.5969 Remote Similarity NPD8390 Approved
0.5969 Remote Similarity NPD8391 Approved
0.5966 Remote Similarity NPD6882 Approved
0.5962 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5948 Remote Similarity NPD5697 Approved
0.5941 Remote Similarity NPD5368 Approved
0.5922 Remote Similarity NPD5332 Approved
0.5922 Remote Similarity NPD5331 Approved
0.592 Remote Similarity NPD8080 Discontinued
0.5902 Remote Similarity NPD8137 Clinical (unspecified phase)
0.5902 Remote Similarity NPD6009 Approved
0.5897 Remote Similarity NPD6899 Approved
0.5897 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5897 Remote Similarity NPD6881 Approved
0.5887 Remote Similarity NPD6059 Approved
0.5882 Remote Similarity NPD4790 Discontinued
0.5882 Remote Similarity NPD2204 Approved
0.5877 Remote Similarity NPD7632 Discontinued
0.5862 Remote Similarity NPD5048 Discontinued
0.5847 Remote Similarity NPD6014 Approved
0.5847 Remote Similarity NPD6013 Approved
0.5847 Remote Similarity NPD6012 Approved
0.5846 Remote Similarity NPD6914 Discontinued
0.5826 Remote Similarity NPD6647 Phase 2
0.5806 Remote Similarity NPD2685 Clinical (unspecified phase)
0.5798 Remote Similarity NPD7290 Approved
0.5798 Remote Similarity NPD6883 Approved
0.5798 Remote Similarity NPD7102 Approved
0.5798 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5785 Remote Similarity NPD8133 Approved
0.5785 Remote Similarity NPD4632 Approved
0.578 Remote Similarity NPD4810 Clinical (unspecified phase)
0.5763 Remote Similarity NPD7320 Approved
0.5763 Remote Similarity NPD6011 Approved
0.575 Remote Similarity NPD6650 Approved
0.575 Remote Similarity NPD6869 Approved
0.575 Remote Similarity NPD8130 Phase 1
0.575 Remote Similarity NPD6649 Approved
0.575 Remote Similarity NPD6847 Approved
0.575 Remote Similarity NPD6617 Approved
0.5741 Remote Similarity NPD5370 Suspended
0.5739 Remote Similarity NPD5211 Phase 2
0.5726 Remote Similarity NPD6675 Approved
0.5726 Remote Similarity NPD4211 Phase 1
0.5726 Remote Similarity NPD5739 Approved
0.5726 Remote Similarity NPD7128 Approved
0.5726 Remote Similarity NPD6402 Approved
0.5714 Remote Similarity NPD8274 Clinical (unspecified phase)
0.5714 Remote Similarity NPD4228 Discovery
0.5702 Remote Similarity NPD8297 Approved
0.5692 Remote Similarity NPD8336 Approved
0.5692 Remote Similarity NPD8337 Approved
0.5678 Remote Similarity NPD5701 Approved
0.5667 Remote Similarity NPD4634 Approved
0.5664 Remote Similarity NPD6084 Phase 2
0.5664 Remote Similarity NPD6083 Phase 2
0.5659 Remote Similarity NPD8273 Phase 1
0.5645 Remote Similarity NPD8295 Clinical (unspecified phase)
0.5645 Remote Similarity NPD7500 Approved
0.5641 Remote Similarity NPD5141 Approved
0.5639 Remote Similarity NPD8338 Approved
0.5625 Remote Similarity NPD5695 Phase 3
0.562 Remote Similarity NPD1719 Phase 1

Structure

External Identifiers

PubChem CID   44567008
ChEMBL   CHEMBL517018
ZINC  

Physicochemical Properties

Molecular Weight:  310.11
ALogP:  -1.0399
MLogP:  2.34
XLogP:  -0.191
# Rotatable Bonds:  7
Polar Surface Area:  102.29
# H-Bond Aceptor:  7
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  22

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