Natural Product: NPC145501

Natural Product ID:  NPC145501
Common Name:   3Beta-Acetoxyerythrophlamide
IUPAC Name:   methyl (1R,2S,4aR,4bS,7E,8R,8aS,10aR)-2-acetyloxy-7-[2-[2-hydroxyethyl(methyl)amino]-2-oxoethylidene]-1,4a,8-trimethyl-9-oxo-2,3,4,4b,5,6,8,8a,10,10a-decahydrophenanthrene-1-carboxylate
Synonyms:  
Molecular Formula:   C26H39NO7
Standard InCHIKey:  DCLNZEMQIWSNFR-XSPXTRFCSA-N
Standard InCHI:  InChI=1S/C26H39NO7/c1-15-17(13-22(31)27(5)11-12-28)7-8-18-23(15)19(30)14-20-25(18,3)10-9-21(34-16(2)29)26(20,4)24(32)33-6/h13,15,18,20-21,23,28H,7-12,14H2,1-6H3/b17-13+/t15-,18-,20+,21-,23-,25+,26+/m0/s1
Canonical SMILES:  OCCN(C(=O)/C=C/1CC[C@H]2[C@H]([C@H]1C)C(=O)C[C@@H]1[C@]2(C)CC[C@@H]([C@]1(C)C(=O)OC)OC(=O)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
NPO16533 Erythrophleum fordii Species Fabaceae Eukaryota PMID[24332631]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT737 Cell Line HUVEC Homo sapiens Inhibition = 4.5 % 14640526
NPT737 Cell Line HUVEC Homo sapiens Inhibition = 42 % 21084196

  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 NPC145501 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
0.8468 Intermediate Similarity NPC218602
0.7636 Intermediate Similarity NPC98874
0.7589 Intermediate Similarity NPC117685
0.7568 Intermediate Similarity NPC26413
0.7568 Intermediate Similarity NPC89225
0.7545 Intermediate Similarity NPC148523
0.7477 Intermediate Similarity NPC167193
0.7477 Intermediate Similarity NPC472806
0.7455 Intermediate Similarity NPC474529
0.7434 Intermediate Similarity NPC475202
0.7434 Intermediate Similarity NPC475385
0.7434 Intermediate Similarity NPC475392
0.7391 Intermediate Similarity NPC312900
0.7387 Intermediate Similarity NPC139570
0.7381 Intermediate Similarity NPC321197
0.7364 Intermediate Similarity NPC214756
0.7364 Intermediate Similarity NPC295643
0.7364 Intermediate Similarity NPC272075
0.7321 Intermediate Similarity NPC471153
0.7321 Intermediate Similarity NPC471039
0.7304 Intermediate Similarity NPC476890
0.7297 Intermediate Similarity NPC74751
0.7297 Intermediate Similarity NPC84893
0.7297 Intermediate Similarity NPC78580
0.7297 Intermediate Similarity NPC23621
0.7297 Intermediate Similarity NPC184006
0.7273 Intermediate Similarity NPC471588
0.7273 Intermediate Similarity NPC6255
0.7273 Intermediate Similarity NPC155120
0.7273 Intermediate Similarity NPC145067
0.7273 Intermediate Similarity NPC65120
0.7273 Intermediate Similarity NPC324341
0.7273 Intermediate Similarity NPC966
0.7273 Intermediate Similarity NPC4036
0.7273 Intermediate Similarity NPC158030
0.7273 Intermediate Similarity NPC288833
0.7273 Intermediate Similarity NPC228784
0.7273 Intermediate Similarity NPC282616
0.7273 Intermediate Similarity NPC233455
0.7257 Intermediate Similarity NPC473456
0.7241 Intermediate Similarity NPC95585
0.7241 Intermediate Similarity NPC275583
0.7241 Intermediate Similarity NPC282233
0.7241 Intermediate Similarity NPC95899
0.7241 Intermediate Similarity NPC476889
0.7241 Intermediate Similarity NPC90177
0.7232 Intermediate Similarity NPC195715
0.7232 Intermediate Similarity NPC274417
0.7232 Intermediate Similarity NPC88310
0.7232 Intermediate Similarity NPC23241
0.7232 Intermediate Similarity NPC266431
0.7217 Intermediate Similarity NPC93744
0.7217 Intermediate Similarity NPC476888
0.7207 Intermediate Similarity NPC86368
0.7207 Intermediate Similarity NPC294263
0.7203 Intermediate Similarity NPC220974
0.7193 Intermediate Similarity NPC471966
0.7193 Intermediate Similarity NPC164349
0.7182 Intermediate Similarity NPC86372
0.7182 Intermediate Similarity NPC328141
0.7182 Intermediate Similarity NPC172361
0.7179 Intermediate Similarity NPC98603
0.7179 Intermediate Similarity NPC213366
0.7168 Intermediate Similarity NPC327788
0.7168 Intermediate Similarity NPC13949
0.7168 Intermediate Similarity NPC329910
0.7168 Intermediate Similarity NPC470387
0.7155 Intermediate Similarity NPC40918
0.7143 Intermediate Similarity NPC473280
0.7143 Intermediate Similarity NPC473435
0.7143 Intermediate Similarity NPC269729
0.7143 Intermediate Similarity NPC222047
0.7143 Intermediate Similarity NPC272635
0.7143 Intermediate Similarity NPC471040
0.7143 Intermediate Similarity NPC471078
0.7143 Intermediate Similarity NPC169751
0.7143 Intermediate Similarity NPC473431
0.713 Intermediate Similarity NPC477521
0.713 Intermediate Similarity NPC325594
0.713 Intermediate Similarity NPC73038
0.713 Intermediate Similarity NPC35751
0.713 Intermediate Similarity NPC158393
0.7117 Intermediate Similarity NPC250753
0.7107 Intermediate Similarity NPC34315
0.7105 Intermediate Similarity NPC226986
0.7105 Intermediate Similarity NPC23680
0.7094 Intermediate Similarity NPC478057
0.7094 Intermediate Similarity NPC216114
0.7091 Intermediate Similarity NPC69627
0.7091 Intermediate Similarity NPC263393
0.7091 Intermediate Similarity NPC59263
0.7091 Intermediate Similarity NPC61543
0.7091 Intermediate Similarity NPC130520
0.7091 Intermediate Similarity NPC127689
0.7091 Intermediate Similarity NPC225585
0.7091 Intermediate Similarity NPC234346
0.7091 Intermediate Similarity NPC121798
0.7091 Intermediate Similarity NPC270768
0.7091 Intermediate Similarity NPC293048
0.7083 Intermediate Similarity NPC310546
0.708 Intermediate Similarity NPC210214
0.708 Intermediate Similarity NPC470232
0.708 Intermediate Similarity NPC470016
0.708 Intermediate Similarity NPC470229
0.708 Intermediate Similarity NPC139459
0.708 Intermediate Similarity NPC317586
0.7069 Intermediate Similarity NPC46848
0.7069 Intermediate Similarity NPC52899
0.7069 Intermediate Similarity NPC469327
0.7069 Intermediate Similarity NPC289148
0.7069 Intermediate Similarity NPC163963
0.7069 Intermediate Similarity NPC71706
0.7054 Intermediate Similarity NPC298554
0.7054 Intermediate Similarity NPC477436
0.7054 Intermediate Similarity NPC477435
0.7054 Intermediate Similarity NPC79117
0.7049 Intermediate Similarity NPC277769
0.7049 Intermediate Similarity NPC4573
0.7049 Intermediate Similarity NPC90952
0.7043 Intermediate Similarity NPC58942
0.7043 Intermediate Similarity NPC478056
0.7043 Intermediate Similarity NPC260149
0.7043 Intermediate Similarity NPC474793
0.7043 Intermediate Similarity NPC471038
0.7034 Intermediate Similarity NPC475036
0.7034 Intermediate Similarity NPC84928
0.7027 Intermediate Similarity NPC470589
0.7027 Intermediate Similarity NPC113989
0.7027 Intermediate Similarity NPC126369
0.7027 Intermediate Similarity NPC291028
0.7027 Intermediate Similarity NPC8062
0.7027 Intermediate Similarity NPC130278
0.7027 Intermediate Similarity NPC120840
0.7027 Intermediate Similarity NPC474728
0.7027 Intermediate Similarity NPC111110
0.7018 Intermediate Similarity NPC106425
0.7018 Intermediate Similarity NPC476318
0.7018 Intermediate Similarity NPC476327
0.7018 Intermediate Similarity NPC151725
0.7018 Intermediate Similarity NPC122324
0.7018 Intermediate Similarity NPC201657
0.7018 Intermediate Similarity NPC242848
0.7018 Intermediate Similarity NPC132824
0.7009 Intermediate Similarity NPC88203
0.7009 Intermediate Similarity NPC76866
0.7009 Intermediate Similarity NPC304832
0.7009 Intermediate Similarity NPC286519
0.7009 Intermediate Similarity NPC246736
0.7009 Intermediate Similarity NPC136289
0.7009 Intermediate Similarity NPC271980
0.7009 Intermediate Similarity NPC148628
0.7009 Intermediate Similarity NPC214946
0.7009 Intermediate Similarity NPC320447
0.7009 Intermediate Similarity NPC193934
0.7009 Intermediate Similarity NPC275990
0.7 Intermediate Similarity NPC80335
0.7 Intermediate Similarity NPC182797
0.7 Intermediate Similarity NPC476276
0.7 Intermediate Similarity NPC246708
0.7 Intermediate Similarity NPC104560
0.7 Intermediate Similarity NPC40552
0.7 Intermediate Similarity NPC52169
0.6992 Remote Similarity NPC52634
0.6992 Remote Similarity NPC106479
0.6991 Remote Similarity NPC475118
0.6991 Remote Similarity NPC470386
0.6991 Remote Similarity NPC209868
0.6991 Remote Similarity NPC47853
0.6991 Remote Similarity NPC166906
0.6991 Remote Similarity NPC469982
0.6991 Remote Similarity NPC470385
0.6983 Remote Similarity NPC287676
0.6983 Remote Similarity NPC476299
0.6983 Remote Similarity NPC46761
0.6983 Remote Similarity NPC475156
0.6983 Remote Similarity NPC198880
0.6983 Remote Similarity NPC473576
0.6983 Remote Similarity NPC471041
0.6983 Remote Similarity NPC472972
0.6983 Remote Similarity NPC474012
0.6975 Remote Similarity NPC476926
0.6967 Remote Similarity NPC146945
0.6967 Remote Similarity NPC171888
0.6964 Remote Similarity NPC470230
0.6964 Remote Similarity NPC105189
0.6964 Remote Similarity NPC470590
0.6964 Remote Similarity NPC198242
0.6964 Remote Similarity NPC285184
0.6964 Remote Similarity NPC230064
0.6964 Remote Similarity NPC77099
0.6964 Remote Similarity NPC472978
0.6964 Remote Similarity NPC211403
0.6964 Remote Similarity NPC60755
0.6964 Remote Similarity NPC474525
0.6957 Remote Similarity NPC476879
0.6957 Remote Similarity NPC476878
0.6957 Remote Similarity NPC106112
0.6957 Remote Similarity NPC261935
0.6957 Remote Similarity NPC43747
0.6949 Remote Similarity NPC87927

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC145501 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
0.7851 Intermediate Similarity NPD6908 Approved
0.7851 Intermediate Similarity NPD6909 Approved
0.7297 Intermediate Similarity NPD7748 Approved
0.7273 Intermediate Similarity NPD7515 Phase 2
0.7119 Intermediate Similarity NPD6675 Approved
0.7119 Intermediate Similarity NPD7128 Approved
0.7119 Intermediate Similarity NPD5739 Approved
0.7119 Intermediate Similarity NPD6402 Approved
0.7105 Intermediate Similarity NPD7902 Approved
0.7 Intermediate Similarity NPD7320 Approved
0.7 Intermediate Similarity NPD6899 Approved
0.7 Intermediate Similarity NPD6881 Approved
0.6991 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6991 Remote Similarity NPD7900 Approved
0.6942 Remote Similarity NPD6372 Approved
0.6942 Remote Similarity NPD6373 Approved
0.6937 Remote Similarity NPD5328 Approved
0.6917 Remote Similarity NPD5701 Approved
0.6917 Remote Similarity NPD5697 Approved
0.6885 Remote Similarity NPD6883 Approved
0.6885 Remote Similarity NPD7102 Approved
0.6885 Remote Similarity NPD7290 Approved
0.6829 Remote Similarity NPD6650 Approved
0.6829 Remote Similarity NPD6617 Approved
0.6829 Remote Similarity NPD6869 Approved
0.6829 Remote Similarity NPD6649 Approved
0.6829 Remote Similarity NPD8130 Phase 1
0.6829 Remote Similarity NPD6847 Approved
0.6814 Remote Similarity NPD6411 Approved
0.6814 Remote Similarity NPD6079 Approved
0.6803 Remote Similarity NPD6012 Approved
0.6803 Remote Similarity NPD6014 Approved
0.6803 Remote Similarity NPD6013 Approved
0.6774 Remote Similarity NPD6882 Approved
0.6774 Remote Similarity NPD8297 Approved
0.6757 Remote Similarity NPD3573 Approved
0.6752 Remote Similarity NPD7638 Approved
0.6744 Remote Similarity NPD6921 Approved
0.6724 Remote Similarity NPD7614 Phase 1
0.6724 Remote Similarity NPD5349 Clinical (unspecified phase)
0.6724 Remote Similarity NPD7732 Phase 3
0.6721 Remote Similarity NPD6011 Approved
0.6696 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6695 Remote Similarity NPD7640 Approved
0.6695 Remote Similarity NPD7639 Approved
0.6694 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6083 Phase 2
0.6667 Remote Similarity NPD7146 Approved
0.6667 Remote Similarity NPD6084 Phase 2
0.6667 Remote Similarity NPD7260 Phase 2
0.6667 Remote Similarity NPD5330 Approved
0.6667 Remote Similarity NPD6409 Approved
0.6667 Remote Similarity NPD7521 Approved
0.6667 Remote Similarity NPD3618 Phase 1
0.6667 Remote Similarity NPD7334 Approved
0.6667 Remote Similarity NPD6684 Approved
0.6667 Remote Similarity NPD4755 Approved
0.6642 Remote Similarity NPD8415 Approved
0.6641 Remote Similarity NPD8328 Phase 3
0.6637 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6637 Remote Similarity NPD6101 Approved
0.661 Remote Similarity NPD5696 Approved
0.6609 Remote Similarity NPD6399 Phase 3
0.6594 Remote Similarity NPD8387 Clinical (unspecified phase)
0.6581 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6581 Remote Similarity NPD5222 Approved
0.6581 Remote Similarity NPD5221 Approved
0.6581 Remote Similarity NPD4697 Phase 3
0.6562 Remote Similarity NPD7115 Discovery
0.6555 Remote Similarity NPD4700 Approved
0.6555 Remote Similarity NPD4696 Approved
0.6555 Remote Similarity NPD5285 Approved
0.6555 Remote Similarity NPD5286 Approved
0.6549 Remote Similarity NPD5737 Approved
0.6549 Remote Similarity NPD6903 Approved
0.6549 Remote Similarity NPD6672 Approved
0.6538 Remote Similarity NPD6319 Approved
0.6525 Remote Similarity NPD5173 Approved
0.6515 Remote Similarity NPD7604 Phase 2
0.6484 Remote Similarity NPD6274 Approved
0.6484 Remote Similarity NPD6868 Approved
0.6471 Remote Similarity NPD4225 Approved
0.6466 Remote Similarity NPD7492 Approved
0.6462 Remote Similarity NPD7100 Approved
0.6462 Remote Similarity NPD7101 Approved
0.6446 Remote Similarity NPD5211 Phase 2
0.6446 Remote Similarity NPD5225 Approved
0.6446 Remote Similarity NPD5226 Approved
0.6446 Remote Similarity NPD5224 Approved
0.6446 Remote Similarity NPD4633 Approved
0.6444 Remote Similarity NPD8336 Approved
0.6444 Remote Similarity NPD7736 Approved
0.6444 Remote Similarity NPD8337 Approved
0.6429 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6423 Remote Similarity NPD6008 Approved
0.6423 Remote Similarity NPD7333 Discontinued
0.6418 Remote Similarity NPD6616 Approved
0.6412 Remote Similarity NPD6054 Approved
0.6412 Remote Similarity NPD6059 Approved
0.6393 Remote Similarity NPD5174 Approved
0.6393 Remote Similarity NPD5175 Approved
0.6391 Remote Similarity NPD7122 Discontinued
0.6385 Remote Similarity NPD6335 Approved
0.6379 Remote Similarity NPD8034 Phase 2
0.6379 Remote Similarity NPD8035 Phase 2
0.6377 Remote Similarity NPD8338 Approved
0.637 Remote Similarity NPD7078 Approved
0.637 Remote Similarity NPD8293 Discontinued
0.6364 Remote Similarity NPD5223 Approved
0.6356 Remote Similarity NPD5695 Phase 3
0.6356 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6349 Remote Similarity NPD4634 Approved
0.6341 Remote Similarity NPD5141 Approved
0.6339 Remote Similarity NPD3665 Phase 1
0.6339 Remote Similarity NPD3666 Approved
0.6339 Remote Similarity NPD3133 Approved
0.6339 Remote Similarity NPD4786 Approved
0.6328 Remote Similarity NPD4632 Approved
0.6325 Remote Similarity NPD5778 Approved
0.6325 Remote Similarity NPD4202 Approved
0.6325 Remote Similarity NPD5779 Approved
0.632 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6316 Remote Similarity NPD6370 Approved
0.6308 Remote Similarity NPD6317 Approved
0.6306 Remote Similarity NPD3667 Approved
0.629 Remote Similarity NPD4767 Approved
0.629 Remote Similarity NPD4768 Approved
0.6277 Remote Similarity NPD7319 Approved
0.6268 Remote Similarity NPD6333 Approved
0.6268 Remote Similarity NPD6334 Approved
0.626 Remote Similarity NPD6313 Approved
0.626 Remote Similarity NPD6314 Approved
0.626 Remote Similarity NPD4754 Approved
0.6259 Remote Similarity NPD6845 Suspended
0.625 Remote Similarity NPD8384 Approved
0.6241 Remote Similarity NPD6015 Approved
0.6241 Remote Similarity NPD6016 Approved
0.6232 Remote Similarity NPD6914 Discontinued
0.6228 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6218 Remote Similarity NPD5210 Approved
0.6218 Remote Similarity NPD4629 Approved
0.6207 Remote Similarity NPD6673 Approved
0.6207 Remote Similarity NPD6080 Approved
0.6207 Remote Similarity NPD4753 Phase 2
0.6207 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6207 Remote Similarity NPD6904 Approved
0.6202 Remote Similarity NPD1376 Discontinued
0.6194 Remote Similarity NPD5988 Approved
0.619 Remote Similarity NPD4729 Approved
0.619 Remote Similarity NPD4730 Approved
0.619 Remote Similarity NPD5128 Approved
0.6183 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6183 Remote Similarity NPD6009 Approved
0.6182 Remote Similarity NPD7645 Phase 2
0.6179 Remote Similarity NPD7632 Discontinued
0.6176 Remote Similarity NPD7507 Approved
0.6161 Remote Similarity NPD4752 Clinical (unspecified phase)
0.616 Remote Similarity NPD6920 Discontinued
0.6119 Remote Similarity NPD5983 Phase 2
0.6119 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6111 Remote Similarity NPD6412 Phase 2
0.6094 Remote Similarity NPD5250 Approved
0.6094 Remote Similarity NPD5248 Approved
0.6094 Remote Similarity NPD5249 Phase 3
0.6094 Remote Similarity NPD5247 Approved
0.6094 Remote Similarity NPD5251 Approved
0.6083 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6063 Remote Similarity NPD6686 Approved
0.6063 Remote Similarity NPD5168 Approved
0.6058 Remote Similarity NPD6336 Discontinued
0.6053 Remote Similarity NPD3668 Phase 3
0.6047 Remote Similarity NPD5215 Approved
0.6047 Remote Similarity NPD5216 Approved
0.6047 Remote Similarity NPD5217 Approved
0.6016 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6016 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6015 Remote Similarity NPD7641 Discontinued
0.6 Remote Similarity NPD7751 Phase 1
0.6 Remote Similarity NPD1694 Approved
0.6 Remote Similarity NPD6001 Approved
0.5983 Remote Similarity NPD5208 Approved
0.5982 Remote Similarity NPD4695 Discontinued
0.5982 Remote Similarity NPD7525 Registered
0.5971 Remote Similarity NPD6033 Approved
0.597 Remote Similarity NPD7517 Approved
0.597 Remote Similarity NPD7519 Approved
0.597 Remote Similarity NPD7518 Approved
0.5969 Remote Similarity NPD5135 Approved
0.5969 Remote Similarity NPD5169 Approved
0.5969 Remote Similarity NPD5134 Clinical (unspecified phase)
0.5966 Remote Similarity NPD6050 Approved
0.5966 Remote Similarity NPD5693 Phase 1
0.5956 Remote Similarity NPD8080 Discontinued
0.5948 Remote Similarity NPD6098 Approved
0.5948 Remote Similarity NPD5279 Phase 3
0.5943 Remote Similarity NPD3726 Approved
0.5943 Remote Similarity NPD3725 Approved
0.594 Remote Similarity NPD8137 Clinical (unspecified phase)
0.5923 Remote Similarity NPD5127 Approved
0.5909 Remote Similarity NPD6117 Approved

Structure

External Identifiers

PubChem CID   76313717
ChEMBL   CHEMBL3098281
ZINC  

Physicochemical Properties

Molecular Weight:  477.27
ALogP:  -0.6932
MLogP:  3.44
XLogP:  1.647
# Rotatable Bonds:  15
Polar Surface Area:  110.21
# H-Bond Aceptor:  8
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  34

Download Data

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