Natural Product: NPC475456

Natural Product ID:  NPC475456
Common Name:   (1S,3S,3Ar,4S,5As,5Br,7As,11As,11Br,13S,13As,13Bs)-3,5B,8,8,11A,13A-Hexamethylicosahydrochryseno[2,1-C]Furan-1,4,13-Triyl Triacetate
IUPAC Name:   [(1S,3S,3aR,4S,5aS,5bR,7aS,11aS,11bR,13S,13aS,13bS)-1,13-diacetyloxy-3,5b,8,8,11a,13a-hexamethyl-1,3,3a,4,5,5a,6,7,7a,9,10,11,11b,12,13,13b-hexadecahydrophenanthro[2,1-e][2]benzofuran-4-yl] acetate
Synonyms:  
Molecular Formula:   C32H50O7
Standard InCHIKey:  WDIUWWFQJBCYNO-VVKPQIAZSA-N
Standard InCHI:  InChI=1S/C32H50O7/c1-17-26-21(37-18(2)33)15-24-31(8)14-11-22-29(5,6)12-10-13-30(22,7)23(31)16-25(38-19(3)34)32(24,9)27(26)28(36-17)39-20(4)35/h17,21-28H,10-16H2,1-9H3/t17-,21-,22-,23+,24-,25-,26+,27+,28-,30-,31+,32+/m0/s1
Canonical SMILES:  CC(=O)O[C@H]1C[C@H]2[C@@]([C@H]3[C@@]1(C)[C@H]1[C@H](OC(=O)C)O[C@H]([C@@H]1[C@H](C3)OC(=O)C)C)(C)CC[C@@H]1[C@]2(C)CCCC1(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
NPO33404 phyllospongia sp. Species Thorectidae Eukaryota Indonesia PMID[12502324]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT91 Cell Line KB Homo sapiens Inhibition = 30 % 18412396

  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 NPC475456 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
0.9359 High Similarity NPC474284
0.9359 High Similarity NPC475820
0.9359 High Similarity NPC213737
0.9359 High Similarity NPC474253
0.9359 High Similarity NPC474346
0.9231 High Similarity NPC2096
0.9231 High Similarity NPC208912
0.8734 High Similarity NPC471216
0.8734 High Similarity NPC471217
0.8625 High Similarity NPC71541
0.8333 Intermediate Similarity NPC471411
0.8333 Intermediate Similarity NPC471410
0.8214 Intermediate Similarity NPC235402
0.8171 Intermediate Similarity NPC476494
0.8171 Intermediate Similarity NPC73515
0.8148 Intermediate Similarity NPC477287
0.8132 Intermediate Similarity NPC209798
0.8132 Intermediate Similarity NPC471374
0.8132 Intermediate Similarity NPC471375
0.8118 Intermediate Similarity NPC474008
0.8111 Intermediate Similarity NPC238796
0.8111 Intermediate Similarity NPC203434
0.8111 Intermediate Similarity NPC237071
0.8095 Intermediate Similarity NPC18953
0.8095 Intermediate Similarity NPC473299
0.809 Intermediate Similarity NPC151214
0.809 Intermediate Similarity NPC191915
0.8072 Intermediate Similarity NPC477284
0.8068 Intermediate Similarity NPC475878
0.8043 Intermediate Similarity NPC471426
0.8043 Intermediate Similarity NPC471427
0.8043 Intermediate Similarity NPC51579
0.8043 Intermediate Similarity NPC471428
0.8 Intermediate Similarity NPC94582
0.8 Intermediate Similarity NPC57964
0.7978 Intermediate Similarity NPC163902
0.7978 Intermediate Similarity NPC35164
0.7931 Intermediate Similarity NPC221993
0.7931 Intermediate Similarity NPC470872
0.7927 Intermediate Similarity NPC220379
0.7912 Intermediate Similarity NPC252056
0.7912 Intermediate Similarity NPC296936
0.7912 Intermediate Similarity NPC145553
0.7907 Intermediate Similarity NPC471369
0.7882 Intermediate Similarity NPC471367
0.7849 Intermediate Similarity NPC470030
0.7841 Intermediate Similarity NPC82955
0.7826 Intermediate Similarity NPC470591
0.7816 Intermediate Similarity NPC140446
0.7816 Intermediate Similarity NPC62202
0.7816 Intermediate Similarity NPC43912
0.7816 Intermediate Similarity NPC110365
0.7816 Intermediate Similarity NPC45833
0.7816 Intermediate Similarity NPC213658
0.7805 Intermediate Similarity NPC477577
0.7802 Intermediate Similarity NPC21897
0.7791 Intermediate Similarity NPC290612
0.7778 Intermediate Similarity NPC470623
0.7778 Intermediate Similarity NPC323231
0.7778 Intermediate Similarity NPC171741
0.7778 Intermediate Similarity NPC18724
0.7778 Intermediate Similarity NPC224003
0.7766 Intermediate Similarity NPC476512
0.7766 Intermediate Similarity NPC472081
0.7766 Intermediate Similarity NPC475574
0.7766 Intermediate Similarity NPC108227
0.7765 Intermediate Similarity NPC473742
0.7753 Intermediate Similarity NPC473542
0.7753 Intermediate Similarity NPC50443
0.7753 Intermediate Similarity NPC18536
0.775 Intermediate Similarity NPC74639
0.7742 Intermediate Similarity NPC292775
0.7738 Intermediate Similarity NPC271572
0.7738 Intermediate Similarity NPC474870
0.7727 Intermediate Similarity NPC281004
0.7717 Intermediate Similarity NPC475765
0.7717 Intermediate Similarity NPC156377
0.7717 Intermediate Similarity NPC8954
0.7717 Intermediate Similarity NPC94905
0.7717 Intermediate Similarity NPC475785
0.7711 Intermediate Similarity NPC476176
0.7711 Intermediate Similarity NPC73013
0.7701 Intermediate Similarity NPC215968
0.7701 Intermediate Similarity NPC477283
0.7701 Intermediate Similarity NPC471368
0.7701 Intermediate Similarity NPC155531
0.7692 Intermediate Similarity NPC253611
0.7692 Intermediate Similarity NPC148593
0.7692 Intermediate Similarity NPC77717
0.7692 Intermediate Similarity NPC267238
0.7692 Intermediate Similarity NPC471373
0.7684 Intermediate Similarity NPC134967
0.7684 Intermediate Similarity NPC114700
0.7684 Intermediate Similarity NPC470029
0.7684 Intermediate Similarity NPC310138
0.7683 Intermediate Similarity NPC212453
0.7667 Intermediate Similarity NPC229801
0.7667 Intermediate Similarity NPC149966
0.7667 Intermediate Similarity NPC5632
0.7667 Intermediate Similarity NPC307167
0.7667 Intermediate Similarity NPC210759
0.766 Intermediate Similarity NPC146188
0.7647 Intermediate Similarity NPC296734
0.7647 Intermediate Similarity NPC286719
0.7647 Intermediate Similarity NPC477286
0.764 Intermediate Similarity NPC102725
0.764 Intermediate Similarity NPC20822
0.764 Intermediate Similarity NPC473472
0.764 Intermediate Similarity NPC131466
0.7634 Intermediate Similarity NPC472273
0.7634 Intermediate Similarity NPC210157
0.7634 Intermediate Similarity NPC97867
0.7625 Intermediate Similarity NPC123122
0.7619 Intermediate Similarity NPC472943
0.7619 Intermediate Similarity NPC472951
0.7614 Intermediate Similarity NPC252714
0.7609 Intermediate Similarity NPC471429
0.7609 Intermediate Similarity NPC205129
0.7609 Intermediate Similarity NPC106701
0.7609 Intermediate Similarity NPC189575
0.7609 Intermediate Similarity NPC471424
0.7609 Intermediate Similarity NPC471425
0.7604 Intermediate Similarity NPC97260
0.7604 Intermediate Similarity NPC476837
0.7604 Intermediate Similarity NPC139181
0.759 Intermediate Similarity NPC177343
0.7582 Intermediate Similarity NPC122083
0.7582 Intermediate Similarity NPC311246
0.7582 Intermediate Similarity NPC182740
0.7582 Intermediate Similarity NPC211845
0.7582 Intermediate Similarity NPC12297
0.7582 Intermediate Similarity NPC256104
0.7582 Intermediate Similarity NPC88962
0.7582 Intermediate Similarity NPC144790
0.7582 Intermediate Similarity NPC475307
0.7582 Intermediate Similarity NPC167644
0.7582 Intermediate Similarity NPC149400
0.7579 Intermediate Similarity NPC476838
0.7579 Intermediate Similarity NPC476839
0.7568 Intermediate Similarity NPC204173
0.7558 Intermediate Similarity NPC111582
0.7558 Intermediate Similarity NPC477285
0.7556 Intermediate Similarity NPC65550
0.7556 Intermediate Similarity NPC223143
0.7556 Intermediate Similarity NPC279329
0.7551 Intermediate Similarity NPC126753
0.7531 Intermediate Similarity NPC55508
0.7529 Intermediate Similarity NPC470154
0.7529 Intermediate Similarity NPC190940
0.7528 Intermediate Similarity NPC144069
0.7528 Intermediate Similarity NPC263079
0.7526 Intermediate Similarity NPC469827
0.75 Intermediate Similarity NPC475436
0.75 Intermediate Similarity NPC113500
0.75 Intermediate Similarity NPC473774
0.75 Intermediate Similarity NPC473851
0.75 Intermediate Similarity NPC24960
0.75 Intermediate Similarity NPC252253
0.75 Intermediate Similarity NPC45959
0.75 Intermediate Similarity NPC253268
0.75 Intermediate Similarity NPC179859
0.75 Intermediate Similarity NPC80640
0.75 Intermediate Similarity NPC174024
0.75 Intermediate Similarity NPC291547
0.75 Intermediate Similarity NPC312678
0.75 Intermediate Similarity NPC305418
0.75 Intermediate Similarity NPC3538
0.75 Intermediate Similarity NPC131693
0.75 Intermediate Similarity NPC477224
0.75 Intermediate Similarity NPC175
0.7475 Intermediate Similarity NPC207693
0.7474 Intermediate Similarity NPC317019
0.7474 Intermediate Similarity NPC80417
0.7473 Intermediate Similarity NPC473830
0.7473 Intermediate Similarity NPC476668
0.7473 Intermediate Similarity NPC36372
0.7473 Intermediate Similarity NPC293609
0.7473 Intermediate Similarity NPC59006
0.7473 Intermediate Similarity NPC204881
0.7473 Intermediate Similarity NPC473637
0.7447 Intermediate Similarity NPC471770
0.7447 Intermediate Similarity NPC278939
0.7447 Intermediate Similarity NPC266417
0.7447 Intermediate Similarity NPC472145
0.7447 Intermediate Similarity NPC473555
0.7444 Intermediate Similarity NPC471459
0.7444 Intermediate Similarity NPC67653
0.7442 Intermediate Similarity NPC470611
0.7442 Intermediate Similarity NPC477447
0.7442 Intermediate Similarity NPC60018
0.7442 Intermediate Similarity NPC154043
0.7442 Intermediate Similarity NPC477446
0.7442 Intermediate Similarity NPC202688
0.7442 Intermediate Similarity NPC470155
0.7439 Intermediate Similarity NPC478105
0.7419 Intermediate Similarity NPC473065
0.7419 Intermediate Similarity NPC473067
0.7419 Intermediate Similarity NPC473064
0.7412 Intermediate Similarity NPC7479
0.7412 Intermediate Similarity NPC248944

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC475456 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
0.7412 Intermediate Similarity NPD6928 Phase 2
0.7391 Intermediate Similarity NPD8171 Discontinued
0.7 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.6977 Remote Similarity NPD6118 Approved
0.6977 Remote Similarity NPD6114 Approved
0.6977 Remote Similarity NPD6115 Approved
0.6977 Remote Similarity NPD6697 Approved
0.6951 Remote Similarity NPD2254 Approved
0.6951 Remote Similarity NPD2686 Approved
0.6951 Remote Similarity NPD2687 Approved
0.686 Remote Similarity NPD6116 Phase 1
0.6778 Remote Similarity NPD3670 Clinical (unspecified phase)
0.6778 Remote Similarity NPD3669 Approved
0.6744 Remote Similarity NPD6117 Approved
0.6742 Remote Similarity NPD1780 Approved
0.6742 Remote Similarity NPD1779 Approved
0.6737 Remote Similarity NPD8035 Phase 2
0.6737 Remote Similarity NPD8034 Phase 2
0.6731 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6701 Remote Similarity NPD7991 Discontinued
0.6667 Remote Similarity NPD5777 Approved
0.6636 Remote Similarity NPD8133 Approved
0.6606 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6512 Remote Similarity NPD1810 Approved
0.6512 Remote Similarity NPD1811 Approved
0.6512 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6429 Remote Similarity NPD8294 Approved
0.6429 Remote Similarity NPD7900 Approved
0.6429 Remote Similarity NPD4267 Clinical (unspecified phase)
0.6429 Remote Similarity NPD8377 Approved
0.6429 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6396 Remote Similarity NPD7328 Approved
0.6396 Remote Similarity NPD7327 Approved
0.6372 Remote Similarity NPD8379 Approved
0.6372 Remote Similarity NPD8296 Approved
0.6372 Remote Similarity NPD8380 Approved
0.6372 Remote Similarity NPD8335 Approved
0.6372 Remote Similarity NPD8378 Approved
0.6372 Remote Similarity NPD8033 Approved
0.6364 Remote Similarity NPD6940 Discontinued
0.6353 Remote Similarity NPD7532 Clinical (unspecified phase)
0.6339 Remote Similarity NPD7516 Approved
0.6277 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6263 Remote Similarity NPD7748 Approved
0.6261 Remote Similarity NPD8328 Phase 3
0.625 Remote Similarity NPD3703 Phase 2
0.6238 Remote Similarity NPD7902 Approved
0.6186 Remote Similarity NPD7736 Approved
0.6176 Remote Similarity NPD7638 Approved
0.6117 Remote Similarity NPD7639 Approved
0.6117 Remote Similarity NPD7640 Approved
0.6092 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6092 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6075 Remote Similarity NPD6412 Phase 2
0.6047 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6047 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6042 Remote Similarity NPD8308 Discontinued
0.6019 Remote Similarity NPD6686 Approved
0.6017 Remote Similarity NPD7507 Approved
0.6 Remote Similarity NPD7632 Discontinued
0.5978 Remote Similarity NPD7645 Phase 2
0.5966 Remote Similarity NPD8293 Discontinued
0.5948 Remote Similarity NPD7503 Approved
0.5909 Remote Similarity NPD6081 Approved
0.59 Remote Similarity NPD7515 Phase 2
0.5889 Remote Similarity NPD3702 Approved
0.5882 Remote Similarity NPD4224 Phase 2
0.5868 Remote Similarity NPD7319 Approved
0.5833 Remote Similarity NPD6008 Approved
0.581 Remote Similarity NPD8418 Phase 2
0.5795 Remote Similarity NPD4787 Phase 1
0.5795 Remote Similarity NPD4244 Approved
0.5795 Remote Similarity NPD4245 Approved
0.578 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5763 Remote Similarity NPD6370 Approved
0.5761 Remote Similarity NPD8143 Approved
0.5761 Remote Similarity NPD8144 Approved
0.5758 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5747 Remote Similarity NPD5361 Clinical (unspecified phase)
0.5747 Remote Similarity NPD229 Approved
0.5747 Remote Similarity NPD5360 Phase 3
0.5745 Remote Similarity NPD7525 Registered
0.5727 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5686 Remote Similarity NPD6399 Phase 3
0.5682 Remote Similarity NPD3698 Phase 2
0.5676 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5667 Remote Similarity NPD7492 Approved
0.5664 Remote Similarity NPD6882 Approved
0.5648 Remote Similarity NPD7912 Approved
0.5648 Remote Similarity NPD7986 Approved
0.5648 Remote Similarity NPD7987 Approved
0.5648 Remote Similarity NPD7911 Approved
0.5647 Remote Similarity NPD371 Approved
0.5625 Remote Similarity NPD5955 Clinical (unspecified phase)
0.562 Remote Similarity NPD6616 Approved
0.5618 Remote Similarity NPD4789 Approved
0.5607 Remote Similarity NPD1700 Approved

Structure

External Identifiers

PubChem CID   11038884
ChEMBL   CHEMBL505997
ZINC  

Physicochemical Properties

Molecular Weight:  546.36
ALogP:  1.0265
MLogP:  4.21
XLogP:  9.111
# Rotatable Bonds:  15
Polar Surface Area:  88.13
# H-Bond Aceptor:  7
# H-Bond Donor:  0
# Rings:  5
# Heavy Atoms:  39

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Similar NPs/Drugs