Natural Product: NPC471654

Natural Product ID:  NPC471654
Common Name:   Pahangensin A
IUPAC Name:   3-[(E)-2-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethenyl]-4-[3-[(E)-2-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethenyl]-5-oxo-2H-furan-4-yl]-2H-furan-5-one
Synonyms:  
Molecular Formula:   C40H54O4
Standard InCHIKey:  FZNYZIIFIIKWRM-OLYZYIJMSA-N
Standard InCHI:  InChI=1S/C40H54O4/c1-25-11-17-31-37(3,4)19-9-21-39(31,7)29(25)15-13-27-23-43-35(41)33(27)34-28(24-44-36(34)42)14-16-30-26(2)12-18-32-38(5,6)20-10-22-40(30,32)8/h13-16,29-32H,1-2,9-12,17-24H2,3-8H3/b15-13+,16-14+/t29-,30-,31-,32-,39+,40+/m0/s1
Canonical SMILES:  C=C1CC[C@@H]2[C@]([C@H]1/C=C/C1=C(C(=O)OC1)C1=C(/C=C/[C@H]3C(=C)CC[C@@H]4[C@]3(C)CCCC4(C)C)COC1=O)(C)CCCC2(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
NPO32724 Alpinia pahangensis Species Zingiberaceae Eukaryota Rhizomes PMID[24144849]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT79 Organism Bacillus subtilis Bacillus subtilis MIC = 31.25 ug/ml 12398531
NPT314 Organism Bacillus cereus Bacillus cereus MIC = 31.25 ug/ml PubChem BioAssay data set
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 52.08 ug/ml PubChem BioAssay data set

  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 NPC471654 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
0.8214 Intermediate Similarity NPC4509
0.8 Intermediate Similarity NPC30984
0.7865 Intermediate Similarity NPC94200
0.7778 Intermediate Similarity NPC469
0.7667 Intermediate Similarity NPC16321
0.7667 Intermediate Similarity NPC268122
0.766 Intermediate Similarity NPC474844
0.7582 Intermediate Similarity NPC118423
0.7579 Intermediate Similarity NPC159748
0.7579 Intermediate Similarity NPC101651
0.7527 Intermediate Similarity NPC168248
0.75 Intermediate Similarity NPC477720
0.75 Intermediate Similarity NPC318515
0.7475 Intermediate Similarity NPC257726
0.7475 Intermediate Similarity NPC204054
0.7474 Intermediate Similarity NPC284561
0.7473 Intermediate Similarity NPC200513
0.7442 Intermediate Similarity NPC144947
0.7419 Intermediate Similarity NPC329630
0.7419 Intermediate Similarity NPC217394
0.7419 Intermediate Similarity NPC474013
0.7396 Intermediate Similarity NPC212679
0.7396 Intermediate Similarity NPC469595
0.7396 Intermediate Similarity NPC220454
0.7391 Intermediate Similarity NPC474790
0.7391 Intermediate Similarity NPC474976
0.7368 Intermediate Similarity NPC196407
0.7368 Intermediate Similarity NPC472302
0.7349 Intermediate Similarity NPC185587
0.7347 Intermediate Similarity NPC477129
0.7347 Intermediate Similarity NPC477130
0.7312 Intermediate Similarity NPC96055
0.73 Intermediate Similarity NPC110937
0.7292 Intermediate Similarity NPC177141
0.7283 Intermediate Similarity NPC471218
0.7273 Intermediate Similarity NPC209355
0.7263 Intermediate Similarity NPC477228
0.7263 Intermediate Similarity NPC163016
0.7263 Intermediate Similarity NPC75315
0.7255 Intermediate Similarity NPC63249
0.7253 Intermediate Similarity NPC268827
0.7245 Intermediate Similarity NPC205034
0.7245 Intermediate Similarity NPC162615
0.7245 Intermediate Similarity NPC152778
0.7234 Intermediate Similarity NPC65661
0.7216 Intermediate Similarity NPC221111
0.7216 Intermediate Similarity NPC273199
0.7216 Intermediate Similarity NPC469372
0.7216 Intermediate Similarity NPC182136
0.7216 Intermediate Similarity NPC310479
0.7216 Intermediate Similarity NPC280149
0.7212 Intermediate Similarity NPC189616
0.7204 Intermediate Similarity NPC42476
0.72 Intermediate Similarity NPC16967
0.7188 Intermediate Similarity NPC226863
0.7188 Intermediate Similarity NPC473879
0.7184 Intermediate Similarity NPC134077
0.7172 Intermediate Similarity NPC476415
0.7143 Intermediate Similarity NPC190211
0.7129 Intermediate Similarity NPC121402
0.7129 Intermediate Similarity NPC151681
0.7129 Intermediate Similarity NPC132753
0.7129 Intermediate Similarity NPC224356
0.7129 Intermediate Similarity NPC175351
0.7128 Intermediate Similarity NPC470800
0.7126 Intermediate Similarity NPC257618
0.7115 Intermediate Similarity NPC254202
0.7113 Intermediate Similarity NPC174342
0.7108 Intermediate Similarity NPC329698
0.71 Intermediate Similarity NPC281134
0.71 Intermediate Similarity NPC33473
0.71 Intermediate Similarity NPC295347
0.71 Intermediate Similarity NPC474909
0.7097 Intermediate Similarity NPC15910
0.7087 Intermediate Similarity NPC168319
0.7087 Intermediate Similarity NPC194028
0.7083 Intermediate Similarity NPC125925
0.7071 Intermediate Similarity NPC151722
0.7071 Intermediate Similarity NPC169343
0.7071 Intermediate Similarity NPC475657
0.7071 Intermediate Similarity NPC242069
0.7071 Intermediate Similarity NPC469939
0.7071 Intermediate Similarity NPC1108
0.7053 Intermediate Similarity NPC189311
0.7053 Intermediate Similarity NPC106416
0.7053 Intermediate Similarity NPC86316
0.7045 Intermediate Similarity NPC16349
0.7045 Intermediate Similarity NPC222244
0.7041 Intermediate Similarity NPC8062
0.7041 Intermediate Similarity NPC302280
0.7033 Intermediate Similarity NPC105197
0.7033 Intermediate Similarity NPC184737
0.703 Intermediate Similarity NPC112654
0.703 Intermediate Similarity NPC472362
0.703 Intermediate Similarity NPC154526
0.703 Intermediate Similarity NPC472363
0.703 Intermediate Similarity NPC325960
0.703 Intermediate Similarity NPC473153
0.703 Intermediate Similarity NPC319692
0.7021 Intermediate Similarity NPC474193
0.7021 Intermediate Similarity NPC22611
0.7021 Intermediate Similarity NPC12283
0.7021 Intermediate Similarity NPC477124
0.7021 Intermediate Similarity NPC472440
0.7019 Intermediate Similarity NPC273668
0.7019 Intermediate Similarity NPC155332
0.7019 Intermediate Similarity NPC32577
0.7019 Intermediate Similarity NPC114540
0.701 Intermediate Similarity NPC93411
0.701 Intermediate Similarity NPC477128
0.701 Intermediate Similarity NPC474629
0.7 Intermediate Similarity NPC470255
0.7 Intermediate Similarity NPC88507
0.7 Intermediate Similarity NPC84893
0.7 Intermediate Similarity NPC191521
0.7 Intermediate Similarity NPC477722
0.699 Remote Similarity NPC474190
0.6989 Remote Similarity NPC14203
0.6989 Remote Similarity NPC229584
0.6989 Remote Similarity NPC40228
0.6979 Remote Similarity NPC220478
0.6979 Remote Similarity NPC118266
0.697 Remote Similarity NPC72845
0.697 Remote Similarity NPC329842
0.697 Remote Similarity NPC65513
0.6966 Remote Similarity NPC20025
0.6966 Remote Similarity NPC168975
0.6966 Remote Similarity NPC75485
0.6961 Remote Similarity NPC10057
0.6961 Remote Similarity NPC100912
0.6961 Remote Similarity NPC84335
0.6961 Remote Similarity NPC38530
0.6961 Remote Similarity NPC51499
0.6961 Remote Similarity NPC476768
0.6961 Remote Similarity NPC208094
0.6957 Remote Similarity NPC471299
0.6952 Remote Similarity NPC180204
0.6947 Remote Similarity NPC312660
0.6947 Remote Similarity NPC149869
0.6947 Remote Similarity NPC475100
0.6944 Remote Similarity NPC228477
0.6944 Remote Similarity NPC137911
0.6939 Remote Similarity NPC79027
0.6939 Remote Similarity NPC474396
0.6939 Remote Similarity NPC168131
0.6939 Remote Similarity NPC285982
0.6939 Remote Similarity NPC475049
0.6939 Remote Similarity NPC50488
0.6939 Remote Similarity NPC293044
0.6932 Remote Similarity NPC181587
0.6931 Remote Similarity NPC280877
0.6931 Remote Similarity NPC127197
0.6931 Remote Similarity NPC293052
0.6923 Remote Similarity NPC473825
0.6923 Remote Similarity NPC473160
0.6923 Remote Similarity NPC476888
0.6923 Remote Similarity NPC93744
0.6923 Remote Similarity NPC54996
0.6923 Remote Similarity NPC189206
0.6923 Remote Similarity NPC310981
0.6915 Remote Similarity NPC186276
0.6915 Remote Similarity NPC324170
0.6907 Remote Similarity NPC476600
0.6905 Remote Similarity NPC226066
0.69 Remote Similarity NPC53555
0.69 Remote Similarity NPC476416
0.69 Remote Similarity NPC472303
0.6893 Remote Similarity NPC474440
0.6893 Remote Similarity NPC98868
0.6893 Remote Similarity NPC473154
0.6893 Remote Similarity NPC72647
0.6893 Remote Similarity NPC107806
0.6893 Remote Similarity NPC275086
0.6893 Remote Similarity NPC176845
0.6893 Remote Similarity NPC325229
0.6889 Remote Similarity NPC65650
0.6889 Remote Similarity NPC228978
0.6882 Remote Similarity NPC195424
0.6881 Remote Similarity NPC16270
0.6875 Remote Similarity NPC471795
0.6875 Remote Similarity NPC472442
0.6875 Remote Similarity NPC2709
0.6869 Remote Similarity NPC51486
0.6869 Remote Similarity NPC198818
0.6869 Remote Similarity NPC78973
0.6869 Remote Similarity NPC471818
0.6869 Remote Similarity NPC76286
0.6869 Remote Similarity NPC477782
0.6863 Remote Similarity NPC260796
0.6863 Remote Similarity NPC311166
0.6857 Remote Similarity NPC476890
0.6857 Remote Similarity NPC273005
0.6857 Remote Similarity NPC469606
0.6857 Remote Similarity NPC165250
0.6857 Remote Similarity NPC283343
0.6857 Remote Similarity NPC258547
0.6857 Remote Similarity NPC476081
0.6857 Remote Similarity NPC40918
0.6857 Remote Similarity NPC31058
0.6854 Remote Similarity NPC276336

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC471654 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
0.7473 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7172 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7172 Intermediate Similarity NPD7900 Approved
0.6961 Remote Similarity NPD7902 Approved
0.6905 Remote Similarity NPD5325 Clinical (unspecified phase)
0.6889 Remote Similarity NPD8039 Approved
0.6731 Remote Similarity NPD7638 Approved
0.6667 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7748 Approved
0.6667 Remote Similarity NPD7640 Approved
0.6667 Remote Similarity NPD7639 Approved
0.6634 Remote Similarity NPD7637 Suspended
0.6571 Remote Similarity NPD4225 Approved
0.6569 Remote Similarity NPD6399 Phase 3
0.6562 Remote Similarity NPD5209 Approved
0.65 Remote Similarity NPD5737 Approved
0.65 Remote Similarity NPD6672 Approved
0.65 Remote Similarity NPD6903 Approved
0.6471 Remote Similarity NPD8034 Phase 2
0.6471 Remote Similarity NPD8035 Phase 2
0.6465 Remote Similarity NPD7146 Approved
0.6465 Remote Similarity NPD5330 Approved
0.6465 Remote Similarity NPD7521 Approved
0.6465 Remote Similarity NPD6684 Approved
0.6465 Remote Similarity NPD7334 Approved
0.6465 Remote Similarity NPD6409 Approved
0.6436 Remote Similarity NPD6051 Approved
0.6429 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6415 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6396 Remote Similarity NPD6686 Approved
0.6373 Remote Similarity NPD5207 Approved
0.6364 Remote Similarity NPD1694 Approved
0.6311 Remote Similarity NPD7515 Phase 2
0.6311 Remote Similarity NPD5693 Phase 1
0.6286 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6275 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6239 Remote Similarity NPD7115 Discovery
0.6237 Remote Similarity NPD4058 Approved
0.6167 Remote Similarity NPD8033 Approved
0.6161 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6154 Remote Similarity NPD5281 Approved
0.6154 Remote Similarity NPD6050 Approved
0.6154 Remote Similarity NPD5284 Approved
0.6154 Remote Similarity NPD5694 Approved
0.6117 Remote Similarity NPD6673 Approved
0.6117 Remote Similarity NPD6080 Approved
0.6117 Remote Similarity NPD6904 Approved
0.6092 Remote Similarity NPD4191 Approved
0.6092 Remote Similarity NPD4194 Approved
0.6092 Remote Similarity NPD4192 Approved
0.6092 Remote Similarity NPD4193 Approved
0.6091 Remote Similarity NPD7632 Discontinued
0.6083 Remote Similarity NPD8294 Approved
0.6083 Remote Similarity NPD8377 Approved
0.6078 Remote Similarity NPD3573 Approved
0.6071 Remote Similarity NPD6008 Approved
0.6064 Remote Similarity NPD5733 Approved
0.6064 Remote Similarity NPD4687 Approved
0.6058 Remote Similarity NPD5785 Approved
0.6058 Remote Similarity NPD7838 Discovery
0.6058 Remote Similarity NPD5692 Phase 3
0.605 Remote Similarity NPD7328 Approved
0.605 Remote Similarity NPD7327 Approved
0.604 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6033 Remote Similarity NPD8378 Approved
0.6033 Remote Similarity NPD8296 Approved
0.6033 Remote Similarity NPD8380 Approved
0.6033 Remote Similarity NPD8335 Approved
0.6033 Remote Similarity NPD8379 Approved
0.6022 Remote Similarity NPD5276 Approved
0.6019 Remote Similarity NPD6083 Phase 2
0.6019 Remote Similarity NPD6084 Phase 2
0.6 Remote Similarity NPD7516 Approved
0.6 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6 Remote Similarity NPD6411 Approved
0.5981 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5978 Remote Similarity NPD4137 Phase 3
0.5968 Remote Similarity NPD7507 Approved
0.5963 Remote Similarity NPD5696 Approved
0.5948 Remote Similarity NPD6649 Approved
0.5948 Remote Similarity NPD6650 Approved
0.5926 Remote Similarity NPD7732 Phase 3
0.5914 Remote Similarity NPD4691 Approved
0.5914 Remote Similarity NPD4747 Approved
0.5913 Remote Similarity NPD6373 Approved
0.5913 Remote Similarity NPD6372 Approved
0.5909 Remote Similarity NPD6648 Approved
0.5902 Remote Similarity NPD7503 Approved
0.5889 Remote Similarity NPD2685 Clinical (unspecified phase)
0.5888 Remote Similarity NPD6001 Approved
0.5865 Remote Similarity NPD5208 Approved
0.5859 Remote Similarity NPD8259 Clinical (unspecified phase)
0.5847 Remote Similarity NPD6858 Approved
0.5847 Remote Similarity NPD7094 Approved
0.5833 Remote Similarity NPD8264 Approved
0.5833 Remote Similarity NPD5695 Phase 3
0.5827 Remote Similarity NPD7319 Approved
0.5826 Remote Similarity NPD6899 Approved
0.5826 Remote Similarity NPD6881 Approved
0.5826 Remote Similarity NPD7320 Approved
0.5825 Remote Similarity NPD6098 Approved
0.5816 Remote Similarity NPD7322 Clinical (unspecified phase)
0.5812 Remote Similarity NPD8130 Phase 1
0.581 Remote Similarity NPD5764 Clinical (unspecified phase)
0.581 Remote Similarity NPD6101 Approved
0.5794 Remote Similarity NPD5779 Approved
0.5794 Remote Similarity NPD5778 Approved
0.5789 Remote Similarity NPD6402 Approved
0.5789 Remote Similarity NPD6675 Approved
0.5789 Remote Similarity NPD7128 Approved
0.5789 Remote Similarity NPD5739 Approved
0.5784 Remote Similarity NPD7338 Clinical (unspecified phase)
0.5776 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5763 Remote Similarity NPD6053 Discontinued
0.5763 Remote Similarity NPD8297 Approved
0.5755 Remote Similarity NPD6698 Approved
0.5755 Remote Similarity NPD46 Approved
0.5752 Remote Similarity NPD6052 Approved
0.5745 Remote Similarity NPD7144 Approved
0.5745 Remote Similarity NPD7143 Approved
0.5739 Remote Similarity NPD5697 Approved
0.5728 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5726 Remote Similarity NPD7102 Approved
0.5726 Remote Similarity NPD7290 Approved
0.5726 Remote Similarity NPD6883 Approved
0.57 Remote Similarity NPD7332 Phase 2
0.57 Remote Similarity NPD5790 Clinical (unspecified phase)
0.57 Remote Similarity NPD7514 Phase 3
0.57 Remote Similarity NPD4695 Discontinued
0.569 Remote Similarity NPD6011 Approved
0.5688 Remote Similarity NPD5654 Approved
0.5686 Remote Similarity NPD5362 Discontinued
0.5686 Remote Similarity NPD6695 Phase 3
0.5684 Remote Similarity NPD7152 Approved
0.5684 Remote Similarity NPD7151 Approved
0.5684 Remote Similarity NPD7150 Approved
0.5682 Remote Similarity NPD7961 Discontinued
0.5678 Remote Similarity NPD6869 Approved
0.5678 Remote Similarity NPD6847 Approved
0.5678 Remote Similarity NPD6617 Approved
0.5673 Remote Similarity NPD5279 Phase 3
0.5673 Remote Similarity NPD4519 Discontinued
0.5673 Remote Similarity NPD4623 Approved
0.5673 Remote Similarity NPD3618 Phase 1
0.5663 Remote Similarity NPD6927 Phase 3
0.5657 Remote Similarity NPD7145 Approved
0.5657 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5644 Remote Similarity NPD6902 Approved
0.5644 Remote Similarity NPD8028 Phase 2
0.5641 Remote Similarity NPD6012 Approved
0.5641 Remote Similarity NPD6014 Approved
0.5641 Remote Similarity NPD2182 Approved
0.5641 Remote Similarity NPD6013 Approved
0.5638 Remote Similarity NPD6922 Approved
0.5638 Remote Similarity NPD6923 Approved
0.5631 Remote Similarity NPD4786 Approved
0.5631 Remote Similarity NPD3666 Approved
0.5631 Remote Similarity NPD3665 Phase 1
0.5631 Remote Similarity NPD3133 Approved
0.5631 Remote Similarity NPD3668 Phase 3
0.563 Remote Similarity NPD6882 Approved
0.5625 Remote Similarity NPD6404 Discontinued
0.5619 Remote Similarity NPD7750 Discontinued
0.5615 Remote Similarity NPD7260 Phase 2
0.5603 Remote Similarity NPD6412 Phase 2
0.5603 Remote Similarity NPD6614 Approved
0.5603 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5603 Remote Similarity NPD5701 Approved
0.56 Remote Similarity NPD7645 Phase 2

Structure

External Identifiers

PubChem CID   72543920
ChEMBL   CHEMBL3087228
ZINC  

Physicochemical Properties

Molecular Weight:  598.40
ALogP:  4.3712
MLogP:  5.42
XLogP:  13.26
# Rotatable Bonds:  11
Polar Surface Area:  52.6
# H-Bond Aceptor:  4
# H-Bond Donor:  0
# Rings:  6
# Heavy Atoms:  44

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs