Natural Product: NPC472405

Natural Product ID:  NPC472405
Common Name:   14-Chloro-5,11,13-Trihydroxy-4,5,9-Trimethyl-4,5,6,7-Tetrahydro-1H-Benzo[D][1]Oxacyclododecine-2,10-Dione
IUPAC Name:   (9E)-16-chloro-6,13,15-trihydroxy-5,6,10-trimethyl-4-oxabicyclo[10.4.0]hexadeca-1(12),9,13,15-tetraene-3,11-dione
Synonyms:  
Molecular Formula:   C18H21ClO6
Standard InCHIKey:  CKSXTSLBLCBNFG-WEVVVXLNSA-N
Standard InCHI:  InChI=1S/C18H21ClO6/c1-9-5-4-6-18(3,24)10(2)25-14(22)7-11-15(17(9)23)12(20)8-13(21)16(11)19/h5,8,10,20-21,24H,4,6-7H2,1-3H3/b9-5+
Canonical SMILES:  O=C1Cc2c(Cl)c(O)cc(c2C(=O)/C(=C/CCC(C(O1)C)(C)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
NPO30056 Exserohilum rostratum Species Pleosporaceae Eukaryota PMID[25537529]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT82 Cell Line MDA-MB-231 Homo sapiens Activity > 70 % 22197393
NPT2 Others Unspecified IC50 = 136 nM 22197393
NPT2 Others Unspecified IC50 = 136 nM 25375978

  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 NPC472405 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
0.9673 High Similarity NPC472404
0.9487 High Similarity NPC298401
0.9427 High Similarity NPC473696
0.9308 High Similarity NPC58653
0.9308 High Similarity NPC173352
0.925 High Similarity NPC28669
0.925 High Similarity NPC474061
0.9245 High Similarity NPC470081
0.9193 High Similarity NPC472032
0.9182 High Similarity NPC474096
0.8608 High Similarity NPC477566
0.8608 High Similarity NPC477567
0.8599 High Similarity NPC477569
0.8555 High Similarity NPC470103
0.8497 Intermediate Similarity NPC9121
0.8497 Intermediate Similarity NPC472403
0.8497 Intermediate Similarity NPC177307
0.8431 Intermediate Similarity NPC474771
0.8431 Intermediate Similarity NPC178467
0.8431 Intermediate Similarity NPC149372
0.8431 Intermediate Similarity NPC474849
0.8431 Intermediate Similarity NPC65837
0.8409 Intermediate Similarity NPC470100
0.8377 Intermediate Similarity NPC475974
0.8373 Intermediate Similarity NPC245122
0.8371 Intermediate Similarity NPC247104
0.8333 Intermediate Similarity NPC478201
0.8333 Intermediate Similarity NPC472035
0.8315 Intermediate Similarity NPC221185
0.8305 Intermediate Similarity NPC470099
0.8304 Intermediate Similarity NPC470422
0.8256 Intermediate Similarity NPC477568
0.8249 Intermediate Similarity NPC136411
0.8222 Intermediate Similarity NPC48822
0.8218 Intermediate Similarity NPC471801
0.8217 Intermediate Similarity NPC478217
0.8217 Intermediate Similarity NPC313123
0.8205 Intermediate Similarity NPC474655
0.8182 Intermediate Similarity NPC280497
0.8176 Intermediate Similarity NPC478203
0.8176 Intermediate Similarity NPC126882
0.8176 Intermediate Similarity NPC210966
0.8153 Intermediate Similarity NPC158472
0.8142 Intermediate Similarity NPC108744
0.8141 Intermediate Similarity NPC191835
0.8141 Intermediate Similarity NPC33144
0.8141 Intermediate Similarity NPC478200
0.814 Intermediate Similarity NPC474857
0.8125 Intermediate Similarity NPC257558
0.8125 Intermediate Similarity NPC472034
0.8113 Intermediate Similarity NPC354984
0.8113 Intermediate Similarity NPC478202
0.8107 Intermediate Similarity NPC470563
0.8084 Intermediate Similarity NPC470559
0.8081 Intermediate Similarity NPC277865
0.8079 Intermediate Similarity NPC99937
0.8077 Intermediate Similarity NPC70380
0.8075 Intermediate Similarity NPC472033
0.8066 Intermediate Similarity NPC214901
0.8047 Intermediate Similarity NPC470561
0.8046 Intermediate Similarity NPC264922
0.8025 Intermediate Similarity NPC94248
0.8025 Intermediate Similarity NPC212693
0.8025 Intermediate Similarity NPC472036
0.8024 Intermediate Similarity NPC197326
0.8011 Intermediate Similarity NPC220369
0.8 Intermediate Similarity NPC39409
0.7989 Intermediate Similarity NPC154720
0.7988 Intermediate Similarity NPC472891
0.7978 Intermediate Similarity NPC313541
0.7975 Intermediate Similarity NPC92655
0.7975 Intermediate Similarity NPC215711
0.7975 Intermediate Similarity NPC73411
0.7964 Intermediate Similarity NPC470564
0.7963 Intermediate Similarity NPC473023
0.7962 Intermediate Similarity NPC71256
0.7961 Intermediate Similarity NPC41263
0.7952 Intermediate Similarity NPC55092
0.795 Intermediate Similarity NPC86373
0.795 Intermediate Similarity NPC277426
0.795 Intermediate Similarity NPC280404
0.795 Intermediate Similarity NPC210425
0.7944 Intermediate Similarity NPC471812
0.7944 Intermediate Similarity NPC471803
0.7944 Intermediate Similarity NPC471804
0.7944 Intermediate Similarity NPC316091
0.7935 Intermediate Similarity NPC153783
0.7914 Intermediate Similarity NPC210320
0.7911 Intermediate Similarity NPC472602
0.7904 Intermediate Similarity NPC478221
0.7904 Intermediate Similarity NPC472890
0.7901 Intermediate Similarity NPC83272
0.7898 Intermediate Similarity NPC45072
0.7898 Intermediate Similarity NPC235115
0.7892 Intermediate Similarity NPC478224
0.7892 Intermediate Similarity NPC76041
0.7892 Intermediate Similarity NPC184284
0.7892 Intermediate Similarity NPC115249
0.7892 Intermediate Similarity NPC213224
0.7888 Intermediate Similarity NPC472006
0.788 Intermediate Similarity NPC198163
0.7879 Intermediate Similarity NPC56204
0.7875 Intermediate Similarity NPC1704
0.7875 Intermediate Similarity NPC158634
0.7875 Intermediate Similarity NPC53649
0.7875 Intermediate Similarity NPC472603
0.7875 Intermediate Similarity NPC244923
0.7875 Intermediate Similarity NPC67650
0.7874 Intermediate Similarity NPC107283
0.7874 Intermediate Similarity NPC470562
0.7866 Intermediate Similarity NPC471641
0.7866 Intermediate Similarity NPC240622
0.7866 Intermediate Similarity NPC471642
0.7866 Intermediate Similarity NPC240253
0.7862 Intermediate Similarity NPC268052
0.7862 Intermediate Similarity NPC247409
0.7862 Intermediate Similarity NPC52358
0.7862 Intermediate Similarity NPC32360
0.7862 Intermediate Similarity NPC105456
0.7862 Intermediate Similarity NPC139634
0.7857 Intermediate Similarity NPC471810
0.7857 Intermediate Similarity NPC471807
0.7857 Intermediate Similarity NPC472050
0.7857 Intermediate Similarity NPC471806
0.7853 Intermediate Similarity NPC471802
0.7845 Intermediate Similarity NPC313386
0.7844 Intermediate Similarity NPC478231
0.7844 Intermediate Similarity NPC137301
0.7844 Intermediate Similarity NPC275837
0.7829 Intermediate Similarity NPC470560
0.7829 Intermediate Similarity NPC188618
0.7826 Intermediate Similarity NPC474385
0.7821 Intermediate Similarity NPC43627
0.7812 Intermediate Similarity NPC472600
0.7812 Intermediate Similarity NPC472601
0.7811 Intermediate Similarity NPC478225
0.7811 Intermediate Similarity NPC472889
0.7806 Intermediate Similarity NPC219892
0.7806 Intermediate Similarity NPC189823
0.7802 Intermediate Similarity NPC471805
0.7802 Intermediate Similarity NPC121100
0.7802 Intermediate Similarity NPC471813
0.7798 Intermediate Similarity NPC478230
0.7798 Intermediate Similarity NPC208173
0.7798 Intermediate Similarity NPC170189
0.7798 Intermediate Similarity NPC69043
0.7791 Intermediate Similarity NPC312789
0.7778 Intermediate Similarity NPC51106
0.7778 Intermediate Similarity NPC159721
0.7771 Intermediate Similarity NPC470565
0.7771 Intermediate Similarity NPC474097
0.7765 Intermediate Similarity NPC151292
0.7764 Intermediate Similarity NPC472605
0.7764 Intermediate Similarity NPC472604
0.7764 Intermediate Similarity NPC475730
0.7763 Intermediate Similarity NPC262671
0.7763 Intermediate Similarity NPC201728
0.7746 Intermediate Similarity NPC68850
0.7744 Intermediate Similarity NPC107625
0.7742 Intermediate Similarity NPC17840
0.7742 Intermediate Similarity NPC247477
0.7736 Intermediate Similarity NPC135837
0.7736 Intermediate Similarity NPC194579
0.7735 Intermediate Similarity NPC191606
0.773 Intermediate Similarity NPC42540
0.773 Intermediate Similarity NPC151607
0.7725 Intermediate Similarity NPC240768
0.7725 Intermediate Similarity NPC215921
0.7725 Intermediate Similarity NPC200773
0.7725 Intermediate Similarity NPC70016
0.7716 Intermediate Similarity NPC82913
0.7711 Intermediate Similarity NPC270160
0.7711 Intermediate Similarity NPC237440
0.7711 Intermediate Similarity NPC84142
0.7709 Intermediate Similarity NPC306240
0.7707 Intermediate Similarity NPC48036
0.7706 Intermediate Similarity NPC246466
0.7706 Intermediate Similarity NPC478226
0.7697 Intermediate Similarity NPC108278
0.7697 Intermediate Similarity NPC53362
0.7697 Intermediate Similarity NPC166583
0.7692 Intermediate Similarity NPC474499
0.7692 Intermediate Similarity NPC99381
0.7692 Intermediate Similarity NPC317585
0.7692 Intermediate Similarity NPC79998
0.7692 Intermediate Similarity NPC320819
0.7688 Intermediate Similarity NPC193676
0.7673 Intermediate Similarity NPC474726
0.7673 Intermediate Similarity NPC475955
0.7669 Intermediate Similarity NPC472610
0.7669 Intermediate Similarity NPC469542
0.7669 Intermediate Similarity NPC471731
0.7665 Intermediate Similarity NPC179178
0.7665 Intermediate Similarity NPC164762
0.7665 Intermediate Similarity NPC469670
0.7665 Intermediate Similarity NPC469619
0.7661 Intermediate Similarity NPC470339
0.7658 Intermediate Similarity NPC175943
0.7654 Intermediate Similarity NPC28160
0.7654 Intermediate Similarity NPC472904

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC472405 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
0.7644 Intermediate Similarity NPD2403 Approved
0.7531 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7267 Intermediate Similarity NPD230 Phase 1
0.7262 Intermediate Similarity NPD2534 Approved
0.7262 Intermediate Similarity NPD2532 Approved
0.7262 Intermediate Similarity NPD2533 Approved
0.7239 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7225 Intermediate Similarity NPD7819 Suspended
0.7202 Intermediate Similarity NPD6799 Approved
0.72 Intermediate Similarity NPD7075 Discontinued
0.7134 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7126 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7099 Intermediate Similarity NPD943 Approved
0.7069 Intermediate Similarity NPD1934 Approved
0.7052 Intermediate Similarity NPD4380 Phase 2
0.7052 Intermediate Similarity NPD6599 Discontinued
0.7045 Intermediate Similarity NPD3882 Suspended
0.7029 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7011 Intermediate Similarity NPD7411 Suspended
0.7011 Intermediate Similarity NPD958 Approved
0.6989 Remote Similarity NPD8438 Clinical (unspecified phase)
0.6989 Remote Similarity NPD3817 Phase 2
0.6971 Remote Similarity NPD6801 Discontinued
0.6949 Remote Similarity NPD4868 Clinical (unspecified phase)
0.6944 Remote Similarity NPD6232 Discontinued
0.6932 Remote Similarity NPD2801 Approved
0.6928 Remote Similarity NPD1510 Phase 2
0.6923 Remote Similarity NPD7473 Discontinued
0.691 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6905 Remote Similarity NPD1549 Phase 2
0.6901 Remote Similarity NPD7390 Discontinued
0.6899 Remote Similarity NPD9269 Phase 2
0.6893 Remote Similarity NPD8443 Clinical (unspecified phase)
0.689 Remote Similarity NPD1240 Approved
0.6868 Remote Similarity NPD7852 Clinical (unspecified phase)
0.6845 Remote Similarity NPD1550 Clinical (unspecified phase)
0.6845 Remote Similarity NPD1552 Clinical (unspecified phase)
0.6839 Remote Similarity NPD957 Approved
0.6824 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6824 Remote Similarity NPD3750 Approved
0.6816 Remote Similarity NPD3749 Approved
0.6807 Remote Similarity NPD1607 Approved
0.6802 Remote Similarity NPD1511 Approved
0.6798 Remote Similarity NPD5402 Approved
0.6796 Remote Similarity NPD6959 Discontinued
0.6795 Remote Similarity NPD9545 Approved
0.6793 Remote Similarity NPD3818 Discontinued
0.6786 Remote Similarity NPD5406 Approved
0.6786 Remote Similarity NPD5408 Approved
0.6786 Remote Similarity NPD5404 Approved
0.6786 Remote Similarity NPD2796 Approved
0.6786 Remote Similarity NPD5405 Approved
0.6782 Remote Similarity NPD5403 Approved
0.6776 Remote Similarity NPD6167 Clinical (unspecified phase)
0.6776 Remote Similarity NPD6168 Clinical (unspecified phase)
0.6776 Remote Similarity NPD6166 Phase 2
0.6763 Remote Similarity NPD1578 Phase 2
0.6763 Remote Similarity NPD4378 Clinical (unspecified phase)
0.6757 Remote Similarity NPD7054 Approved
0.6757 Remote Similarity NPD5844 Phase 1
0.6752 Remote Similarity NPD9268 Approved
0.6743 Remote Similarity NPD2370 Clinical (unspecified phase)
0.6725 Remote Similarity NPD4628 Phase 3
0.6724 Remote Similarity NPD1512 Approved
0.672 Remote Similarity NPD7074 Phase 3
0.672 Remote Similarity NPD7472 Approved
0.6702 Remote Similarity NPD4338 Clinical (unspecified phase)
0.6701 Remote Similarity NPD4360 Phase 2
0.6701 Remote Similarity NPD4363 Phase 3
0.6686 Remote Similarity NPD2354 Approved
0.6686 Remote Similarity NPD3887 Approved
0.6686 Remote Similarity NPD1551 Phase 2
0.6686 Remote Similarity NPD6190 Approved
0.6686 Remote Similarity NPD2935 Discontinued
0.6684 Remote Similarity NPD6797 Phase 2
0.6684 Remote Similarity NPD7879 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7410 Clinical (unspecified phase)
0.6667 Remote Similarity NPD9493 Approved
0.6667 Remote Similarity NPD5401 Approved
0.6667 Remote Similarity NPD7768 Phase 2
0.6667 Remote Similarity NPD5711 Approved
0.6667 Remote Similarity NPD5710 Approved
0.6667 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6649 Remote Similarity NPD8150 Discontinued
0.6649 Remote Similarity NPD7251 Discontinued
0.6649 Remote Similarity NPD6559 Discontinued
0.6648 Remote Similarity NPD1465 Phase 2
0.6614 Remote Similarity NPD7808 Phase 3
0.661 Remote Similarity NPD3226 Approved
0.6596 Remote Similarity NPD7993 Clinical (unspecified phase)
0.6585 Remote Similarity NPD454 Approved
0.6582 Remote Similarity NPD4361 Phase 2
0.6582 Remote Similarity NPD4362 Clinical (unspecified phase)
0.6578 Remote Similarity NPD7804 Clinical (unspecified phase)
0.6568 Remote Similarity NPD4978 Clinical (unspecified phase)
0.6566 Remote Similarity NPD6859 Clinical (unspecified phase)
0.6566 Remote Similarity NPD3764 Approved
0.6564 Remote Similarity NPD1470 Approved
0.6561 Remote Similarity NPD405 Clinical (unspecified phase)
0.6557 Remote Similarity NPD5494 Approved
0.6533 Remote Similarity NPD4914 Approved
0.6532 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6529 Remote Similarity NPD3748 Approved
0.6522 Remote Similarity NPD1201 Approved
0.6503 Remote Similarity NPD919 Approved
0.648 Remote Similarity NPD4972 Discontinued
0.6474 Remote Similarity NPD2800 Approved
0.6474 Remote Similarity NPD1243 Approved
0.6471 Remote Similarity NPD74 Approved
0.6471 Remote Similarity NPD9266 Approved
0.6463 Remote Similarity NPD1164 Approved
0.6453 Remote Similarity NPD2353 Approved
0.6453 Remote Similarity NPD2355 Clinical (unspecified phase)
0.645 Remote Similarity NPD447 Suspended
0.6441 Remote Similarity NPD1940 Clinical (unspecified phase)
0.6436 Remote Similarity NPD3751 Discontinued
0.6429 Remote Similarity NPD2379 Clinical (unspecified phase)
0.6421 Remote Similarity NPD5953 Discontinued
0.6413 Remote Similarity NPD6234 Discontinued
0.6412 Remote Similarity NPD6651 Approved
0.641 Remote Similarity NPD8397 Clinical (unspecified phase)
0.6405 Remote Similarity NPD9263 Approved
0.6405 Remote Similarity NPD9264 Approved
0.6405 Remote Similarity NPD9267 Approved
0.6405 Remote Similarity NPD9265 Clinical (unspecified phase)
0.6404 Remote Similarity NPD920 Approved
0.6404 Remote Similarity NPD6980 Clinical (unspecified phase)
0.6395 Remote Similarity NPD6100 Approved
0.6395 Remote Similarity NPD6099 Approved
0.6386 Remote Similarity NPD4387 Approved
0.6386 Remote Similarity NPD4386 Approved
0.6384 Remote Similarity NPD7422 Clinical (unspecified phase)
0.6382 Remote Similarity NPD4915 Approved
0.638 Remote Similarity NPD9717 Approved
0.6364 Remote Similarity NPD643 Clinical (unspecified phase)
0.6364 Remote Similarity NPD6534 Approved
0.6364 Remote Similarity NPD6535 Approved
0.6359 Remote Similarity NPD8151 Discontinued
0.6355 Remote Similarity NPD7435 Discontinued
0.6344 Remote Similarity NPD1247 Approved
0.6344 Remote Similarity NPD7199 Phase 2
0.634 Remote Similarity NPD6784 Approved
0.634 Remote Similarity NPD6785 Approved
0.6337 Remote Similarity NPD2799 Discontinued
0.6335 Remote Similarity NPD4196 Clinical (unspecified phase)
0.6324 Remote Similarity NPD8319 Approved
0.6324 Remote Similarity NPD8320 Phase 1
0.6322 Remote Similarity NPD4534 Discontinued
0.6321 Remote Similarity NPD8313 Approved
0.6321 Remote Similarity NPD8312 Approved
0.6319 Remote Similarity NPD37 Approved
0.6318 Remote Similarity NPD5544 Approved
0.6316 Remote Similarity NPD7286 Phase 2
0.631 Remote Similarity NPD3787 Discontinued
0.6308 Remote Similarity NPD8434 Phase 2
0.6304 Remote Similarity NPD4965 Approved
0.6304 Remote Similarity NPD4966 Approved
0.6304 Remote Similarity NPD4967 Phase 2
0.6292 Remote Similarity NPD642 Clinical (unspecified phase)
0.6287 Remote Similarity NPD6776 Approved
0.6287 Remote Similarity NPD6782 Approved
0.6287 Remote Similarity NPD6779 Approved
0.6287 Remote Similarity NPD7501 Clinical (unspecified phase)
0.6287 Remote Similarity NPD6781 Approved
0.6287 Remote Similarity NPD6778 Approved
0.6287 Remote Similarity NPD6777 Approved
0.6287 Remote Similarity NPD6780 Approved
0.6286 Remote Similarity NPD2654 Approved
0.6277 Remote Similarity NPD7184 Clinical (unspecified phase)
0.6277 Remote Similarity NPD3926 Phase 2
0.6272 Remote Similarity NPD411 Approved
0.6271 Remote Similarity NPD3300 Phase 2
0.6269 Remote Similarity NPD7700 Phase 2
0.6269 Remote Similarity NPD4974 Approved
0.6269 Remote Similarity NPD7699 Phase 2
0.6269 Remote Similarity NPD4975 Approved
0.6265 Remote Similarity NPD1203 Approved
0.6264 Remote Similarity NPD2346 Discontinued
0.6256 Remote Similarity NPD8055 Clinical (unspecified phase)
0.625 Remote Similarity NPD6832 Phase 2
0.625 Remote Similarity NPD8166 Discontinued
0.625 Remote Similarity NPD4931 Phase 2
0.625 Remote Similarity NPD5353 Approved
0.625 Remote Similarity NPD694 Clinical (unspecified phase)
0.6235 Remote Similarity NPD520 Approved
0.6229 Remote Similarity NPD5958 Discontinued
0.6226 Remote Similarity NPD9281 Approved
0.6219 Remote Similarity NPD8090 Clinical (unspecified phase)
0.6219 Remote Similarity NPD4388 Approved
0.6213 Remote Similarity NPD2598 Clinical (unspecified phase)
0.62 Remote Similarity NPD6312 Discontinued
0.619 Remote Similarity NPD9494 Approved
0.6178 Remote Similarity NPD7228 Approved
0.6178 Remote Similarity NPD1852 Discontinued
0.6176 Remote Similarity NPD3268 Approved
0.6173 Remote Similarity NPD1163 Approved
0.6172 Remote Similarity NPD7874 Approved
0.6172 Remote Similarity NPD7875 Clinical (unspecified phase)
0.6171 Remote Similarity NPD7266 Discontinued
0.6171 Remote Similarity NPD2344 Approved

Structure

External Identifiers

PubChem CID   24863018
ChEMBL   CHEMBL3400936
ZINC  

Physicochemical Properties

Molecular Weight:  368.10
ALogP:  0.6242
MLogP:  2.67
XLogP:  0.984
# Rotatable Bonds:  7
Polar Surface Area:  104.06
# H-Bond Aceptor:  4
# H-Bond Donor:  3
# Rings:  2
# Heavy Atoms:  25

Download Data

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