Natural Product: NPC105197

Natural Product ID:  NPC105197
Common Name:   Methyl 3-Oxochola-4,22-Dien-24-Oate
IUPAC Name:   methyl (E,4R)-4-[(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]pent-2-enoate
Synonyms:  
Molecular Formula:   C25H34O3
Standard InCHIKey:  RRYFVLJZIKHVMF-QEALGLRWSA-N
Standard InCHI:  InChI=1S/C25H34O3/c1-16(5-10-23(27)28-4)20-8-9-21-19-7-6-17-15-18(26)11-13-24(17,2)22(19)12-14-25(20,21)3/h5,10-11,13,15-16,19-22H,6-9,12,14H2,1-4H3/b10-5+/t16-,19+,20-,21+,22+,24+,25-/m1/s1
Canonical SMILES:  COC(=O)/C=C/[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
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
NPO32820 octocorals NA NA NA PMID[10579868]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2540 Organism Balanus amphitrite Balanus amphitrite LD100 = 100 ug/ml 22672798

  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 NPC105197 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 NPC190211
0.9189 High Similarity NPC474463
0.8675 High Similarity NPC177141
0.8625 High Similarity NPC474976
0.8625 High Similarity NPC474790
0.8611 High Similarity NPC176107
0.8571 High Similarity NPC273199
0.8472 Intermediate Similarity NPC185587
0.8472 Intermediate Similarity NPC92327
0.8462 Intermediate Similarity NPC470052
0.8312 Intermediate Similarity NPC65650
0.8272 Intermediate Similarity NPC472239
0.8235 Intermediate Similarity NPC474844
0.8214 Intermediate Similarity NPC163016
0.8214 Intermediate Similarity NPC75315
0.8182 Intermediate Similarity NPC20025
0.8182 Intermediate Similarity NPC281134
0.8101 Intermediate Similarity NPC470557
0.8052 Intermediate Similarity NPC251705
0.8052 Intermediate Similarity NPC303613
0.8052 Intermediate Similarity NPC474228
0.8049 Intermediate Similarity NPC472867
0.8049 Intermediate Similarity NPC142253
0.8049 Intermediate Similarity NPC100297
0.8049 Intermediate Similarity NPC3511
0.7975 Intermediate Similarity NPC69408
0.7975 Intermediate Similarity NPC4509
0.7973 Intermediate Similarity NPC176171
0.7952 Intermediate Similarity NPC118423
0.7949 Intermediate Similarity NPC309852
0.7922 Intermediate Similarity NPC115023
0.7922 Intermediate Similarity NPC54123
0.7922 Intermediate Similarity NPC234707
0.7922 Intermediate Similarity NPC305501
0.7882 Intermediate Similarity NPC472863
0.7857 Intermediate Similarity NPC178025
0.7857 Intermediate Similarity NPC16287
0.7857 Intermediate Similarity NPC181743
0.7857 Intermediate Similarity NPC87552
0.7848 Intermediate Similarity NPC293803
0.7831 Intermediate Similarity NPC268122
0.7831 Intermediate Similarity NPC469805
0.7831 Intermediate Similarity NPC94200
0.7831 Intermediate Similarity NPC469804
0.7821 Intermediate Similarity NPC276336
0.7821 Intermediate Similarity NPC470044
0.7821 Intermediate Similarity NPC470045
0.7816 Intermediate Similarity NPC285982
0.7805 Intermediate Similarity NPC474509
0.7792 Intermediate Similarity NPC2634
0.7792 Intermediate Similarity NPC35734
0.7792 Intermediate Similarity NPC307176
0.7792 Intermediate Similarity NPC282593
0.7792 Intermediate Similarity NPC265782
0.7792 Intermediate Similarity NPC251929
0.7792 Intermediate Similarity NPC159577
0.7791 Intermediate Similarity NPC476293
0.7778 Intermediate Similarity NPC33473
0.7765 Intermediate Similarity NPC29447
0.7765 Intermediate Similarity NPC8571
0.7765 Intermediate Similarity NPC60350
0.7742 Intermediate Similarity NPC310981
0.7738 Intermediate Similarity NPC3856
0.7738 Intermediate Similarity NPC279639
0.7738 Intermediate Similarity NPC470046
0.7738 Intermediate Similarity NPC470047
0.7733 Intermediate Similarity NPC242945
0.7733 Intermediate Similarity NPC259156
0.7727 Intermediate Similarity NPC302280
0.7722 Intermediate Similarity NPC255021
0.7703 Intermediate Similarity NPC329698
0.7692 Intermediate Similarity NPC181587
0.7683 Intermediate Similarity NPC44083
0.7683 Intermediate Similarity NPC153987
0.7674 Intermediate Similarity NPC168248
0.7662 Intermediate Similarity NPC182815
0.7662 Intermediate Similarity NPC139397
0.764 Intermediate Similarity NPC177641
0.764 Intermediate Similarity NPC218301
0.7625 Intermediate Similarity NPC255650
0.7625 Intermediate Similarity NPC476346
0.7619 Intermediate Similarity NPC320514
0.7619 Intermediate Similarity NPC469806
0.7619 Intermediate Similarity NPC327969
0.7619 Intermediate Similarity NPC321289
0.7619 Intermediate Similarity NPC469799
0.7619 Intermediate Similarity NPC471218
0.7614 Intermediate Similarity NPC472240
0.7614 Intermediate Similarity NPC262858
0.7614 Intermediate Similarity NPC146554
0.7614 Intermediate Similarity NPC262043
0.76 Intermediate Similarity NPC107258
0.759 Intermediate Similarity NPC469797
0.759 Intermediate Similarity NPC469798
0.7586 Intermediate Similarity NPC477228
0.7582 Intermediate Similarity NPC171395
0.7564 Intermediate Similarity NPC260040
0.7558 Intermediate Similarity NPC474013
0.7558 Intermediate Similarity NPC189311
0.7556 Intermediate Similarity NPC38232
0.7532 Intermediate Similarity NPC20610
0.7531 Intermediate Similarity NPC40353
0.7529 Intermediate Similarity NPC30502
0.7529 Intermediate Similarity NPC42476
0.7527 Intermediate Similarity NPC98868
0.75 Intermediate Similarity NPC474796
0.75 Intermediate Similarity NPC329866
0.75 Intermediate Similarity NPC60772
0.75 Intermediate Similarity NPC474797
0.7473 Intermediate Similarity NPC201725
0.7473 Intermediate Similarity NPC471994
0.7473 Intermediate Similarity NPC120351
0.7473 Intermediate Similarity NPC128488
0.7473 Intermediate Similarity NPC166143
0.7473 Intermediate Similarity NPC304968
0.7471 Intermediate Similarity NPC470050
0.7471 Intermediate Similarity NPC470051
0.7471 Intermediate Similarity NPC286153
0.7471 Intermediate Similarity NPC195640
0.747 Intermediate Similarity NPC170793
0.747 Intermediate Similarity NPC90965
0.7468 Intermediate Similarity NPC470078
0.7444 Intermediate Similarity NPC474018
0.7444 Intermediate Similarity NPC23217
0.7444 Intermediate Similarity NPC234335
0.7444 Intermediate Similarity NPC473986
0.7442 Intermediate Similarity NPC475100
0.7442 Intermediate Similarity NPC318515
0.7442 Intermediate Similarity NPC33913
0.7442 Intermediate Similarity NPC320801
0.7439 Intermediate Similarity NPC472300
0.7439 Intermediate Similarity NPC91665
0.7423 Intermediate Similarity NPC127790
0.7419 Intermediate Similarity NPC253826
0.7416 Intermediate Similarity NPC66344
0.7412 Intermediate Similarity NPC16321
0.7407 Intermediate Similarity NPC473171
0.7391 Intermediate Similarity NPC293052
0.7391 Intermediate Similarity NPC474909
0.7386 Intermediate Similarity NPC136948
0.7375 Intermediate Similarity NPC180015
0.7375 Intermediate Similarity NPC56747
0.7375 Intermediate Similarity NPC130016
0.7375 Intermediate Similarity NPC109576
0.7368 Intermediate Similarity NPC194028
0.7368 Intermediate Similarity NPC168319
0.7363 Intermediate Similarity NPC229976
0.7363 Intermediate Similarity NPC472871
0.7356 Intermediate Similarity NPC329630
0.7356 Intermediate Similarity NPC472442
0.7356 Intermediate Similarity NPC470048
0.7356 Intermediate Similarity NPC470223
0.7356 Intermediate Similarity NPC323765
0.7349 Intermediate Similarity NPC469996
0.7349 Intermediate Similarity NPC82635
0.7347 Intermediate Similarity NPC475294
0.7342 Intermediate Similarity NPC40574
0.734 Intermediate Similarity NPC108368
0.734 Intermediate Similarity NPC57079
0.7333 Intermediate Similarity NPC476437
0.7333 Intermediate Similarity NPC476369
0.7326 Intermediate Similarity NPC477124
0.7326 Intermediate Similarity NPC472440
0.7326 Intermediate Similarity NPC469
0.7326 Intermediate Similarity NPC41539
0.732 Intermediate Similarity NPC189616
0.7317 Intermediate Similarity NPC473223
0.7317 Intermediate Similarity NPC469793
0.7317 Intermediate Similarity NPC469796
0.7317 Intermediate Similarity NPC27205
0.7312 Intermediate Similarity NPC58052
0.7312 Intermediate Similarity NPC111684
0.7312 Intermediate Similarity NPC190713
0.7308 Intermediate Similarity NPC260474
0.7308 Intermediate Similarity NPC188292
0.7303 Intermediate Similarity NPC473879
0.7303 Intermediate Similarity NPC472302
0.7303 Intermediate Similarity NPC472870
0.7303 Intermediate Similarity NPC196407
0.7294 Intermediate Similarity NPC147066
0.7294 Intermediate Similarity NPC6434
0.7294 Intermediate Similarity NPC82986
0.7294 Intermediate Similarity NPC474759
0.7294 Intermediate Similarity NPC474731
0.7294 Intermediate Similarity NPC477372
0.7294 Intermediate Similarity NPC474752
0.7294 Intermediate Similarity NPC7505
0.7294 Intermediate Similarity NPC474683
0.7273 Intermediate Similarity NPC264127
0.7273 Intermediate Similarity NPC323005
0.7273 Intermediate Similarity NPC220478
0.7273 Intermediate Similarity NPC255781
0.7263 Intermediate Similarity NPC201406
0.7262 Intermediate Similarity NPC242767
0.7253 Intermediate Similarity NPC74296
0.7253 Intermediate Similarity NPC204341
0.7253 Intermediate Similarity NPC110923
0.7253 Intermediate Similarity NPC212948
0.7253 Intermediate Similarity NPC190442
0.725 Intermediate Similarity NPC257618

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC105197 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
0.7792 Intermediate Similarity NPD4747 Approved
0.7792 Intermediate Similarity NPD4691 Approved
0.7722 Intermediate Similarity NPD4058 Approved
0.7662 Intermediate Similarity NPD4137 Phase 3
0.7614 Intermediate Similarity NPD6051 Approved
0.75 Intermediate Similarity NPD6672 Approved
0.75 Intermediate Similarity NPD4687 Approved
0.75 Intermediate Similarity NPD5737 Approved
0.75 Intermediate Similarity NPD5733 Approved
0.7471 Intermediate Similarity NPD6684 Approved
0.7471 Intermediate Similarity NPD7334 Approved
0.7471 Intermediate Similarity NPD7521 Approved
0.7471 Intermediate Similarity NPD5330 Approved
0.7471 Intermediate Similarity NPD6409 Approved
0.7471 Intermediate Similarity NPD7146 Approved
0.747 Intermediate Similarity NPD4195 Approved
0.7444 Intermediate Similarity NPD5693 Phase 1
0.7303 Intermediate Similarity NPD6903 Approved
0.7303 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.725 Intermediate Similarity NPD5276 Approved
0.7237 Intermediate Similarity NPD5325 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD6080 Approved
0.7222 Intermediate Similarity NPD6904 Approved
0.7222 Intermediate Similarity NPD6673 Approved
0.7209 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7111 Intermediate Similarity NPD5208 Approved
0.7089 Intermediate Similarity NPD3621 Clinical (unspecified phase)
0.7079 Intermediate Similarity NPD6098 Approved
0.7021 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.6979 Remote Similarity NPD7638 Approved
0.6966 Remote Similarity NPD1694 Approved
0.6957 Remote Similarity NPD5207 Approved
0.6907 Remote Similarity NPD7639 Approved
0.6907 Remote Similarity NPD7640 Approved
0.6882 Remote Similarity NPD6079 Approved
0.6882 Remote Similarity NPD6050 Approved
0.6882 Remote Similarity NPD5694 Approved
0.6875 Remote Similarity NPD6083 Phase 2
0.6875 Remote Similarity NPD6084 Phase 2
0.6818 Remote Similarity NPD4223 Phase 3
0.6818 Remote Similarity NPD4221 Approved
0.6813 Remote Similarity NPD3573 Approved
0.6809 Remote Similarity NPD6399 Phase 3
0.6778 Remote Similarity NPD5329 Approved
0.6774 Remote Similarity NPD5692 Phase 3
0.6753 Remote Similarity NPD4193 Approved
0.6753 Remote Similarity NPD4194 Approved
0.6753 Remote Similarity NPD4192 Approved
0.6753 Remote Similarity NPD4191 Approved
0.6742 Remote Similarity NPD3527 Clinical (unspecified phase)
0.6737 Remote Similarity NPD6001 Approved
0.6729 Remote Similarity NPD7115 Discovery
0.6703 Remote Similarity NPD5690 Phase 2
0.6702 Remote Similarity NPD5284 Approved
0.6702 Remote Similarity NPD5281 Approved
0.6667 Remote Similarity NPD3133 Approved
0.6667 Remote Similarity NPD4785 Approved
0.6667 Remote Similarity NPD5695 Phase 3
0.6667 Remote Similarity NPD4786 Approved
0.6667 Remote Similarity NPD5328 Approved
0.6667 Remote Similarity NPD4197 Approved
0.6667 Remote Similarity NPD3665 Phase 1
0.6667 Remote Similarity NPD4784 Approved
0.6667 Remote Similarity NPD3666 Approved
0.6633 Remote Similarity NPD5696 Approved
0.6627 Remote Similarity NPD4243 Approved
0.6602 Remote Similarity NPD6899 Approved
0.6602 Remote Similarity NPD6881 Approved
0.6588 Remote Similarity NPD6942 Approved
0.6588 Remote Similarity NPD7339 Approved
0.6526 Remote Similarity NPD7637 Suspended
0.6522 Remote Similarity NPD4693 Phase 3
0.6522 Remote Similarity NPD3618 Phase 1
0.6522 Remote Similarity NPD4138 Approved
0.6522 Remote Similarity NPD4519 Discontinued
0.6522 Remote Similarity NPD5205 Approved
0.6522 Remote Similarity NPD4623 Approved
0.6522 Remote Similarity NPD4689 Approved
0.6522 Remote Similarity NPD4688 Approved
0.6522 Remote Similarity NPD4690 Approved
0.6505 Remote Similarity NPD6614 Approved
0.6505 Remote Similarity NPD5697 Approved
0.6495 Remote Similarity NPD5210 Approved
0.6495 Remote Similarity NPD4629 Approved
0.6489 Remote Similarity NPD4753 Phase 2
0.6484 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6476 Remote Similarity NPD7102 Approved
0.6476 Remote Similarity NPD6883 Approved
0.6476 Remote Similarity NPD7290 Approved
0.6444 Remote Similarity NPD5209 Approved
0.6444 Remote Similarity NPD3667 Approved
0.6442 Remote Similarity NPD6011 Approved
0.6429 Remote Similarity NPD5222 Approved
0.6429 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6429 Remote Similarity NPD5221 Approved
0.6421 Remote Similarity NPD5785 Approved
0.6415 Remote Similarity NPD8130 Phase 1
0.6415 Remote Similarity NPD6617 Approved
0.6415 Remote Similarity NPD6847 Approved
0.6415 Remote Similarity NPD6649 Approved
0.6415 Remote Similarity NPD6869 Approved
0.6415 Remote Similarity NPD6650 Approved
0.6408 Remote Similarity NPD6402 Approved
0.6408 Remote Similarity NPD7128 Approved
0.6408 Remote Similarity NPD5739 Approved
0.6408 Remote Similarity NPD6675 Approved
0.64 Remote Similarity NPD6404 Discontinued
0.6395 Remote Similarity NPD8039 Approved
0.6392 Remote Similarity NPD7748 Approved
0.6392 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6392 Remote Similarity NPD7900 Approved
0.6381 Remote Similarity NPD6013 Approved
0.6381 Remote Similarity NPD6012 Approved
0.6381 Remote Similarity NPD6014 Approved
0.6373 Remote Similarity NPD6052 Approved
0.6364 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6364 Remote Similarity NPD5173 Approved
0.6364 Remote Similarity NPD3617 Approved
0.6355 Remote Similarity NPD6882 Approved
0.6355 Remote Similarity NPD8297 Approved
0.6354 Remote Similarity NPD7515 Phase 2
0.6344 Remote Similarity NPD5279 Phase 3
0.6344 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6344 Remote Similarity NPD4694 Approved
0.6344 Remote Similarity NPD5280 Approved
0.6339 Remote Similarity NPD7503 Approved
0.6333 Remote Similarity NPD8028 Phase 2
0.6327 Remote Similarity NPD5654 Approved
0.6322 Remote Similarity NPD3701 Clinical (unspecified phase)
0.631 Remote Similarity NPD7143 Approved
0.631 Remote Similarity NPD7144 Approved
0.6304 Remote Similarity NPD3668 Phase 3
0.63 Remote Similarity NPD4225 Approved
0.6296 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6289 Remote Similarity NPD4202 Approved
0.6286 Remote Similarity NPD7320 Approved
0.6275 Remote Similarity NPD5211 Phase 2
0.6275 Remote Similarity NPD7632 Discontinued
0.6263 Remote Similarity NPD7732 Phase 3
0.625 Remote Similarity NPD6008 Approved
0.6238 Remote Similarity NPD4696 Approved
0.6238 Remote Similarity NPD5286 Approved
0.6238 Remote Similarity NPD5285 Approved
0.6235 Remote Similarity NPD7152 Approved
0.6235 Remote Similarity NPD7150 Approved
0.6235 Remote Similarity NPD7151 Approved
0.6226 Remote Similarity NPD6372 Approved
0.6226 Remote Similarity NPD6373 Approved
0.6224 Remote Similarity NPD5707 Approved
0.6222 Remote Similarity NPD4695 Discontinued
0.6222 Remote Similarity NPD7514 Phase 3
0.6222 Remote Similarity NPD7525 Registered
0.6207 Remote Similarity NPD4190 Phase 3
0.6207 Remote Similarity NPD5275 Approved
0.62 Remote Similarity NPD7902 Approved
0.62 Remote Similarity NPD5959 Approved
0.6196 Remote Similarity NPD4788 Approved
0.619 Remote Similarity NPD5701 Approved
0.619 Remote Similarity NPD6922 Approved
0.619 Remote Similarity NPD6923 Approved
0.6182 Remote Similarity NPD6868 Approved
0.618 Remote Similarity NPD7322 Clinical (unspecified phase)
0.618 Remote Similarity NPD7145 Approved
0.6176 Remote Similarity NPD5223 Approved
0.6154 Remote Similarity NPD6902 Approved
0.6154 Remote Similarity NPD5141 Approved
0.6154 Remote Similarity NPD287 Approved
0.6147 Remote Similarity NPD4632 Approved
0.6146 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6139 Remote Similarity NPD5290 Discontinued
0.6132 Remote Similarity NPD6686 Approved
0.6118 Remote Similarity NPD6939 Phase 2
0.6118 Remote Similarity NPD6938 Clinical (unspecified phase)
0.6117 Remote Similarity NPD5224 Approved
0.6117 Remote Similarity NPD5225 Approved
0.6117 Remote Similarity NPD5226 Approved
0.6117 Remote Similarity NPD4633 Approved
0.6111 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6105 Remote Similarity NPD4751 Clinical (unspecified phase)
0.61 Remote Similarity NPD4697 Phase 3
0.6092 Remote Similarity NPD6924 Approved
0.6092 Remote Similarity NPD6926 Approved
0.6071 Remote Similarity NPD6335 Approved
0.6071 Remote Similarity NPD7328 Approved
0.6071 Remote Similarity NPD7327 Approved
0.6067 Remote Similarity NPD5776 Phase 2
0.6067 Remote Similarity NPD6932 Approved
0.6067 Remote Similarity NPD6925 Approved
0.6064 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6058 Remote Similarity NPD5175 Approved
0.6058 Remote Similarity NPD5174 Approved
0.6044 Remote Similarity NPD7332 Phase 2
0.604 Remote Similarity NPD4755 Approved
0.6018 Remote Similarity NPD7101 Approved
0.6018 Remote Similarity NPD7100 Approved
0.6018 Remote Similarity NPD7516 Approved
0.6 Remote Similarity NPD7094 Approved
0.6 Remote Similarity NPD6858 Approved
0.5982 Remote Similarity NPD6009 Approved
0.5982 Remote Similarity NPD6317 Approved

Structure

External Identifiers

PubChem CID   10643638
ChEMBL   CHEMBL479686
ZINC  

Physicochemical Properties

Molecular Weight:  382.25
ALogP:  2.0511
MLogP:  3.88
XLogP:  7.665
# Rotatable Bonds:  8
Polar Surface Area:  43.37
# H-Bond Aceptor:  3
# H-Bond Donor:  0
# Rings:  4
# Heavy Atoms:  28

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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