Natural Product: NPC190211

Natural Product ID:  NPC190211
Common Name:   Methyl (24E)-3-Oxocholesta-1,4,24-Trien-26-Oate
IUPAC Name:   methyl (E,6R)-6-[(8S,9S,10R,13R,14S,17R)-10,13-dimethyl-3-oxo-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]-2-methylhept-2-enoate
Synonyms:  
Molecular Formula:   C28H40O3
Standard InCHIKey:  UNYDIALNDIIQRC-WZLFECQKSA-N
Standard InCHI:  InChI=1S/C28H40O3/c1-18(7-6-8-19(2)26(30)31-5)23-11-12-24-22-10-9-20-17-21(29)13-15-27(20,3)25(22)14-16-28(23,24)4/h8,13,15,17-18,22-25H,6-7,9-12,14,16H2,1-5H3/b19-8+/t18-,22+,23-,24+,25+,27+,28-/m1/s1
Canonical SMILES:  COC(=O)/C(=C/CC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCC2=CC(=O)C=C[C@]12C)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
NPO11876 Anthomastus bathyproctus Species Alcyoniidae Eukaryota Antarctic PMID[16038562]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT139 Cell Line HT-29 Homo sapiens GI50 = 15300 nM Open TG-GATES in vivo data: Biochemistry
NPT81 Cell Line A549 Homo sapiens GI50 = 16500 nM Open TG-GATES in vivo data: Biochemistry
NPT82 Cell Line MDA-MB-231 Homo sapiens GI50 = 21200 nM 20655237

  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 NPC190211 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
0.9863 High Similarity NPC105197
0.9324 High Similarity NPC474463
0.8795 High Similarity NPC177141
0.875 High Similarity NPC474976
0.875 High Similarity NPC474790
0.869 High Similarity NPC273199
0.859 High Similarity NPC470052
0.8493 Intermediate Similarity NPC176107
0.8442 Intermediate Similarity NPC65650
0.8395 Intermediate Similarity NPC472239
0.8356 Intermediate Similarity NPC92327
0.8356 Intermediate Similarity NPC185587
0.8353 Intermediate Similarity NPC474844
0.8333 Intermediate Similarity NPC163016
0.8333 Intermediate Similarity NPC75315
0.8312 Intermediate Similarity NPC20025
0.8295 Intermediate Similarity NPC281134
0.8228 Intermediate Similarity NPC470557
0.8182 Intermediate Similarity NPC303613
0.8182 Intermediate Similarity NPC251705
0.8182 Intermediate Similarity NPC474228
0.8171 Intermediate Similarity NPC100297
0.8171 Intermediate Similarity NPC3511
0.8171 Intermediate Similarity NPC472867
0.8171 Intermediate Similarity NPC142253
0.8101 Intermediate Similarity NPC4509
0.8101 Intermediate Similarity NPC69408
0.8077 Intermediate Similarity NPC309852
0.8072 Intermediate Similarity NPC118423
0.8052 Intermediate Similarity NPC115023
0.8052 Intermediate Similarity NPC305501
0.8052 Intermediate Similarity NPC234707
0.8052 Intermediate Similarity NPC54123
0.8 Intermediate Similarity NPC472863
0.7976 Intermediate Similarity NPC181743
0.7976 Intermediate Similarity NPC178025
0.7976 Intermediate Similarity NPC87552
0.7976 Intermediate Similarity NPC16287
0.7975 Intermediate Similarity NPC293803
0.7952 Intermediate Similarity NPC469804
0.7952 Intermediate Similarity NPC268122
0.7952 Intermediate Similarity NPC94200
0.7952 Intermediate Similarity NPC469805
0.7949 Intermediate Similarity NPC470045
0.7949 Intermediate Similarity NPC470044
0.7949 Intermediate Similarity NPC276336
0.7931 Intermediate Similarity NPC285982
0.7927 Intermediate Similarity NPC474509
0.7922 Intermediate Similarity NPC307176
0.7922 Intermediate Similarity NPC35734
0.7922 Intermediate Similarity NPC2634
0.7922 Intermediate Similarity NPC265782
0.7922 Intermediate Similarity NPC159577
0.7922 Intermediate Similarity NPC251929
0.7922 Intermediate Similarity NPC282593
0.7907 Intermediate Similarity NPC476293
0.7889 Intermediate Similarity NPC33473
0.7882 Intermediate Similarity NPC8571
0.7882 Intermediate Similarity NPC29447
0.7882 Intermediate Similarity NPC60350
0.7867 Intermediate Similarity NPC176171
0.7857 Intermediate Similarity NPC279639
0.7857 Intermediate Similarity NPC470046
0.7857 Intermediate Similarity NPC3856
0.7857 Intermediate Similarity NPC470047
0.7849 Intermediate Similarity NPC310981
0.7848 Intermediate Similarity NPC255021
0.7792 Intermediate Similarity NPC182815
0.7792 Intermediate Similarity NPC139397
0.7791 Intermediate Similarity NPC168248
0.7753 Intermediate Similarity NPC218301
0.775 Intermediate Similarity NPC476346
0.775 Intermediate Similarity NPC255650
0.7738 Intermediate Similarity NPC327969
0.7738 Intermediate Similarity NPC469806
0.7738 Intermediate Similarity NPC321289
0.7738 Intermediate Similarity NPC320514
0.7738 Intermediate Similarity NPC469799
0.7727 Intermediate Similarity NPC472240
0.7727 Intermediate Similarity NPC262858
0.7727 Intermediate Similarity NPC262043
0.7727 Intermediate Similarity NPC146554
0.7711 Intermediate Similarity NPC469798
0.7711 Intermediate Similarity NPC469797
0.7701 Intermediate Similarity NPC477228
0.7692 Intermediate Similarity NPC171395
0.7692 Intermediate Similarity NPC260040
0.7674 Intermediate Similarity NPC189311
0.7667 Intermediate Similarity NPC38232
0.7662 Intermediate Similarity NPC20610
0.7654 Intermediate Similarity NPC40353
0.764 Intermediate Similarity NPC302280
0.7634 Intermediate Similarity NPC98868
0.7632 Intermediate Similarity NPC242945
0.7632 Intermediate Similarity NPC259156
0.7625 Intermediate Similarity NPC474797
0.7625 Intermediate Similarity NPC474796
0.7625 Intermediate Similarity NPC329866
0.76 Intermediate Similarity NPC329698
0.7595 Intermediate Similarity NPC470078
0.7595 Intermediate Similarity NPC181587
0.759 Intermediate Similarity NPC170793
0.759 Intermediate Similarity NPC90965
0.759 Intermediate Similarity NPC153987
0.759 Intermediate Similarity NPC44083
0.7586 Intermediate Similarity NPC195640
0.7586 Intermediate Similarity NPC470050
0.7586 Intermediate Similarity NPC470051
0.7582 Intermediate Similarity NPC166143
0.7582 Intermediate Similarity NPC120351
0.7582 Intermediate Similarity NPC471994
0.7561 Intermediate Similarity NPC91665
0.7561 Intermediate Similarity NPC472300
0.7558 Intermediate Similarity NPC320801
0.7558 Intermediate Similarity NPC475100
0.7558 Intermediate Similarity NPC33913
0.7556 Intermediate Similarity NPC473986
0.7556 Intermediate Similarity NPC474018
0.7556 Intermediate Similarity NPC177641
0.7556 Intermediate Similarity NPC23217
0.7531 Intermediate Similarity NPC473171
0.7529 Intermediate Similarity NPC471218
0.7529 Intermediate Similarity NPC16321
0.7528 Intermediate Similarity NPC66344
0.7527 Intermediate Similarity NPC253826
0.7526 Intermediate Similarity NPC127790
0.75 Intermediate Similarity NPC180015
0.75 Intermediate Similarity NPC293052
0.75 Intermediate Similarity NPC130016
0.75 Intermediate Similarity NPC109576
0.75 Intermediate Similarity NPC56747
0.75 Intermediate Similarity NPC136948
0.75 Intermediate Similarity NPC474909
0.75 Intermediate Similarity NPC107258
0.7474 Intermediate Similarity NPC168319
0.7474 Intermediate Similarity NPC194028
0.7473 Intermediate Similarity NPC472871
0.7473 Intermediate Similarity NPC229976
0.7471 Intermediate Similarity NPC474013
0.7471 Intermediate Similarity NPC323765
0.7471 Intermediate Similarity NPC470223
0.7471 Intermediate Similarity NPC470048
0.747 Intermediate Similarity NPC82635
0.747 Intermediate Similarity NPC469996
0.7468 Intermediate Similarity NPC40574
0.7449 Intermediate Similarity NPC475294
0.7447 Intermediate Similarity NPC57079
0.7447 Intermediate Similarity NPC108368
0.7444 Intermediate Similarity NPC476369
0.7444 Intermediate Similarity NPC476437
0.7442 Intermediate Similarity NPC469
0.7442 Intermediate Similarity NPC30502
0.7442 Intermediate Similarity NPC41539
0.7442 Intermediate Similarity NPC42476
0.7439 Intermediate Similarity NPC473223
0.7439 Intermediate Similarity NPC469793
0.7439 Intermediate Similarity NPC27205
0.7439 Intermediate Similarity NPC469796
0.7436 Intermediate Similarity NPC260474
0.7436 Intermediate Similarity NPC188292
0.7423 Intermediate Similarity NPC189616
0.7419 Intermediate Similarity NPC58052
0.7419 Intermediate Similarity NPC111684
0.7419 Intermediate Similarity NPC190713
0.7416 Intermediate Similarity NPC472302
0.7416 Intermediate Similarity NPC196407
0.7416 Intermediate Similarity NPC472870
0.7412 Intermediate Similarity NPC477372
0.7412 Intermediate Similarity NPC147066
0.7403 Intermediate Similarity NPC323005
0.7397 Intermediate Similarity NPC60772
0.7391 Intermediate Similarity NPC304968
0.7391 Intermediate Similarity NPC201725
0.7391 Intermediate Similarity NPC128488
0.7386 Intermediate Similarity NPC264127
0.7386 Intermediate Similarity NPC286153
0.7386 Intermediate Similarity NPC220478
0.7375 Intermediate Similarity NPC5701
0.7375 Intermediate Similarity NPC133253
0.7375 Intermediate Similarity NPC257618
0.7375 Intermediate Similarity NPC21944
0.7368 Intermediate Similarity NPC201406
0.7363 Intermediate Similarity NPC110923
0.7363 Intermediate Similarity NPC204341
0.7363 Intermediate Similarity NPC74296
0.7363 Intermediate Similarity NPC212948
0.7363 Intermediate Similarity NPC234335
0.7363 Intermediate Similarity NPC190442
0.7356 Intermediate Similarity NPC472265
0.7356 Intermediate Similarity NPC164577
0.7356 Intermediate Similarity NPC318515
0.7347 Intermediate Similarity NPC189863
0.7342 Intermediate Similarity NPC256846
0.734 Intermediate Similarity NPC2049
0.734 Intermediate Similarity NPC110937
0.734 Intermediate Similarity NPC151488
0.734 Intermediate Similarity NPC202705
0.734 Intermediate Similarity NPC476253
0.7333 Intermediate Similarity NPC284561
0.7333 Intermediate Similarity NPC5509

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC190211 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
0.7922 Intermediate Similarity NPD4691 Approved
0.7922 Intermediate Similarity NPD4747 Approved
0.7848 Intermediate Similarity NPD4058 Approved
0.7792 Intermediate Similarity NPD4137 Phase 3
0.7625 Intermediate Similarity NPD5733 Approved
0.7625 Intermediate Similarity NPD4687 Approved
0.7614 Intermediate Similarity NPD5737 Approved
0.7614 Intermediate Similarity NPD6672 Approved
0.7586 Intermediate Similarity NPD7146 Approved
0.7586 Intermediate Similarity NPD6409 Approved
0.7586 Intermediate Similarity NPD7521 Approved
0.7586 Intermediate Similarity NPD5330 Approved
0.7586 Intermediate Similarity NPD6684 Approved
0.7586 Intermediate Similarity NPD7334 Approved
0.7556 Intermediate Similarity NPD5693 Phase 1
0.7528 Intermediate Similarity NPD6051 Approved
0.7416 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7416 Intermediate Similarity NPD6903 Approved
0.7381 Intermediate Similarity NPD4195 Approved
0.7375 Intermediate Similarity NPD5276 Approved
0.7333 Intermediate Similarity NPD6904 Approved
0.7333 Intermediate Similarity NPD6673 Approved
0.7333 Intermediate Similarity NPD6080 Approved
0.7326 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD5208 Approved
0.7215 Intermediate Similarity NPD3621 Clinical (unspecified phase)
0.7191 Intermediate Similarity NPD6098 Approved
0.7143 Intermediate Similarity NPD5325 Clinical (unspecified phase)
0.7128 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD7638 Approved
0.7079 Intermediate Similarity NPD1694 Approved
0.7065 Intermediate Similarity NPD5207 Approved
0.701 Intermediate Similarity NPD7640 Approved
0.701 Intermediate Similarity NPD7639 Approved
0.6989 Remote Similarity NPD6050 Approved
0.6989 Remote Similarity NPD5694 Approved
0.6989 Remote Similarity NPD6079 Approved
0.6979 Remote Similarity NPD6083 Phase 2
0.6979 Remote Similarity NPD6084 Phase 2
0.6932 Remote Similarity NPD4221 Approved
0.6932 Remote Similarity NPD4223 Phase 3
0.6923 Remote Similarity NPD3573 Approved
0.6915 Remote Similarity NPD6399 Phase 3
0.6889 Remote Similarity NPD5329 Approved
0.6882 Remote Similarity NPD5692 Phase 3
0.6854 Remote Similarity NPD3527 Clinical (unspecified phase)
0.6842 Remote Similarity NPD6001 Approved
0.6822 Remote Similarity NPD7115 Discovery
0.6813 Remote Similarity NPD5690 Phase 2
0.6809 Remote Similarity NPD5281 Approved
0.6809 Remote Similarity NPD5284 Approved
0.6778 Remote Similarity NPD3665 Phase 1
0.6778 Remote Similarity NPD4197 Approved
0.6778 Remote Similarity NPD3133 Approved
0.6778 Remote Similarity NPD3666 Approved
0.6778 Remote Similarity NPD4786 Approved
0.6774 Remote Similarity NPD5328 Approved
0.6771 Remote Similarity NPD5695 Phase 3
0.6735 Remote Similarity NPD5696 Approved
0.6699 Remote Similarity NPD6881 Approved
0.6699 Remote Similarity NPD6899 Approved
0.6667 Remote Similarity NPD4194 Approved
0.6667 Remote Similarity NPD4192 Approved
0.6667 Remote Similarity NPD4193 Approved
0.6667 Remote Similarity NPD4191 Approved
0.6632 Remote Similarity NPD7637 Suspended
0.663 Remote Similarity NPD4688 Approved
0.663 Remote Similarity NPD4690 Approved
0.663 Remote Similarity NPD3618 Phase 1
0.663 Remote Similarity NPD4693 Phase 3
0.663 Remote Similarity NPD5205 Approved
0.663 Remote Similarity NPD4138 Approved
0.663 Remote Similarity NPD4623 Approved
0.663 Remote Similarity NPD4689 Approved
0.663 Remote Similarity NPD4519 Discontinued
0.6602 Remote Similarity NPD6614 Approved
0.6602 Remote Similarity NPD5697 Approved
0.6598 Remote Similarity NPD4629 Approved
0.6598 Remote Similarity NPD5210 Approved
0.6596 Remote Similarity NPD4753 Phase 2
0.6588 Remote Similarity NPD4785 Approved
0.6588 Remote Similarity NPD4784 Approved
0.6571 Remote Similarity NPD6883 Approved
0.6571 Remote Similarity NPD7102 Approved
0.6571 Remote Similarity NPD7290 Approved
0.6556 Remote Similarity NPD3667 Approved
0.6556 Remote Similarity NPD5209 Approved
0.6548 Remote Similarity NPD4243 Approved
0.6538 Remote Similarity NPD6011 Approved
0.6531 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6531 Remote Similarity NPD5222 Approved
0.6531 Remote Similarity NPD5221 Approved
0.6526 Remote Similarity NPD5785 Approved
0.6512 Remote Similarity NPD7339 Approved
0.6512 Remote Similarity NPD8039 Approved
0.6512 Remote Similarity NPD6942 Approved
0.6509 Remote Similarity NPD6649 Approved
0.6509 Remote Similarity NPD6869 Approved
0.6509 Remote Similarity NPD6847 Approved
0.6509 Remote Similarity NPD6617 Approved
0.6509 Remote Similarity NPD6650 Approved
0.6509 Remote Similarity NPD8130 Phase 1
0.6505 Remote Similarity NPD6675 Approved
0.6505 Remote Similarity NPD6402 Approved
0.6505 Remote Similarity NPD7128 Approved
0.6505 Remote Similarity NPD5739 Approved
0.65 Remote Similarity NPD6404 Discontinued
0.6495 Remote Similarity NPD7748 Approved
0.6495 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6495 Remote Similarity NPD7900 Approved
0.6477 Remote Similarity NPD3617 Approved
0.6477 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6476 Remote Similarity NPD6013 Approved
0.6476 Remote Similarity NPD6014 Approved
0.6476 Remote Similarity NPD6012 Approved
0.6471 Remote Similarity NPD6052 Approved
0.6465 Remote Similarity NPD5173 Approved
0.6458 Remote Similarity NPD7515 Phase 2
0.6452 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6452 Remote Similarity NPD4694 Approved
0.6452 Remote Similarity NPD5280 Approved
0.6452 Remote Similarity NPD5279 Phase 3
0.6449 Remote Similarity NPD6882 Approved
0.6449 Remote Similarity NPD8297 Approved
0.6444 Remote Similarity NPD8028 Phase 2
0.6429 Remote Similarity NPD5654 Approved
0.6413 Remote Similarity NPD3668 Phase 3
0.6413 Remote Similarity NPD6400 Clinical (unspecified phase)
0.64 Remote Similarity NPD4225 Approved
0.6392 Remote Similarity NPD4202 Approved
0.6381 Remote Similarity NPD7320 Approved
0.6373 Remote Similarity NPD5211 Phase 2
0.6373 Remote Similarity NPD7632 Discontinued
0.6364 Remote Similarity NPD7732 Phase 3
0.6346 Remote Similarity NPD6008 Approved
0.6337 Remote Similarity NPD4696 Approved
0.6337 Remote Similarity NPD5285 Approved
0.6337 Remote Similarity NPD5286 Approved
0.6333 Remote Similarity NPD4695 Discontinued
0.6321 Remote Similarity NPD6373 Approved
0.6321 Remote Similarity NPD6372 Approved
0.6304 Remote Similarity NPD4788 Approved
0.63 Remote Similarity NPD7902 Approved
0.63 Remote Similarity NPD5959 Approved
0.6286 Remote Similarity NPD5701 Approved
0.6283 Remote Similarity NPD7503 Approved
0.6282 Remote Similarity NPD287 Approved
0.6275 Remote Similarity NPD5223 Approved
0.6273 Remote Similarity NPD6868 Approved
0.625 Remote Similarity NPD5141 Approved
0.625 Remote Similarity NPD7285 Clinical (unspecified phase)
0.625 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6239 Remote Similarity NPD4632 Approved
0.6235 Remote Similarity NPD7144 Approved
0.6235 Remote Similarity NPD7143 Approved
0.6226 Remote Similarity NPD6686 Approved
0.622 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6214 Remote Similarity NPD5225 Approved
0.6214 Remote Similarity NPD5226 Approved
0.6214 Remote Similarity NPD5224 Approved
0.6214 Remote Similarity NPD4633 Approved
0.6204 Remote Similarity NPD6401 Clinical (unspecified phase)
0.62 Remote Similarity NPD4697 Phase 3
0.617 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6163 Remote Similarity NPD7150 Approved
0.6163 Remote Similarity NPD7151 Approved
0.6163 Remote Similarity NPD7152 Approved
0.6162 Remote Similarity NPD5707 Approved
0.6161 Remote Similarity NPD6335 Approved
0.6154 Remote Similarity NPD7525 Registered
0.6154 Remote Similarity NPD5174 Approved
0.6154 Remote Similarity NPD7514 Phase 3
0.6154 Remote Similarity NPD5175 Approved
0.6139 Remote Similarity NPD4755 Approved
0.6136 Remote Similarity NPD4190 Phase 3
0.6136 Remote Similarity NPD5275 Approved
0.6118 Remote Similarity NPD6922 Approved
0.6118 Remote Similarity NPD6923 Approved
0.6111 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6111 Remote Similarity NPD7145 Approved
0.6106 Remote Similarity NPD7100 Approved
0.6106 Remote Similarity NPD7101 Approved
0.6091 Remote Similarity NPD6858 Approved
0.6091 Remote Similarity NPD7094 Approved
0.6087 Remote Similarity NPD6902 Approved
0.6078 Remote Similarity NPD5290 Discontinued
0.6071 Remote Similarity NPD6317 Approved
0.6071 Remote Similarity NPD6009 Approved
0.6058 Remote Similarity NPD5091 Approved
0.6047 Remote Similarity NPD6938 Clinical (unspecified phase)
0.6047 Remote Similarity NPD6939 Phase 2
0.6042 Remote Similarity NPD4751 Clinical (unspecified phase)
0.604 Remote Similarity NPD7614 Phase 1
0.6023 Remote Similarity NPD6924 Approved
0.6023 Remote Similarity NPD6926 Approved
0.602 Remote Similarity NPD4096 Approved
0.6019 Remote Similarity NPD4700 Approved
0.6018 Remote Similarity NPD6314 Approved
0.6018 Remote Similarity NPD6313 Approved
0.6018 Remote Similarity NPD7328 Approved

Structure

External Identifiers

PubChem CID   11418854
ChEMBL   CHEMBL469840
ZINC  

Physicochemical Properties

Molecular Weight:  424.30
ALogP:  3.1154
MLogP:  4.21
XLogP:  8.988
# Rotatable Bonds:  11
Polar Surface Area:  43.37
# H-Bond Aceptor:  3
# H-Bond Donor:  0
# Rings:  4
# Heavy Atoms:  31

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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