Natural Product: NPC302471

Natural Product ID:  NPC302471
Common Name:   7-Deacetylbruceajavanin B
IUPAC Name:   (5R,7R,8R,9R,10R,13S,17S)-17-[(2S,3S,5R)-5-[(2S)-3,3-dimethyloxiran-2-yl]-2-methoxyoxolan-3-yl]-7-hydroxy-4,4,8,10,13-pentamethyl-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-3-one
Synonyms:  
Molecular Formula:   C31H46O5
Standard InCHIKey:  HJVGTFSNOJVDMN-RRHJXXRXSA-N
Standard InCHI:  InChI=1S/C31H46O5/c1-27(2)22-16-24(33)31(7)20-10-9-18(17-15-19(35-26(17)34-8)25-28(3,4)36-25)29(20,5)13-11-21(31)30(22,6)14-12-23(27)32/h10,12,14,17-19,21-22,24-26,33H,9,11,13,15-16H2,1-8H3/t17-,18-,19+,21+,22-,24+,25-,26-,29-,30+,31-/m0/s1
Canonical SMILES:  CO[C@H]1O[C@H](C[C@H]1[C@@H]1CC=C2[C@@]1(C)CC[C@H]1[C@@]2(C)[C@H](O)C[C@@H]2[C@]1(C)C=CC(=O)C2(C)C)[C@@H]1OC1(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
NPO10033 Turraea pubescens Species Meliaceae Eukaryota Twigs Dongfang, Hainan Province, China 2010-MAR PMID[23734701]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 17400 nM 25437914
NPT116 Cell Line HL-60 Homo sapiens IC50 < 10000 nM 7714539

  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 NPC302471 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
0.9725 High Similarity NPC161065
0.9636 High Similarity NPC241192
0.9626 High Similarity NPC471173
0.9626 High Similarity NPC471627
0.9273 High Similarity NPC243981
0.9167 High Similarity NPC470065
0.887 High Similarity NPC204731
0.8818 High Similarity NPC5284
0.8814 High Similarity NPC298841
0.8814 High Similarity NPC42399
0.8807 High Similarity NPC469844
0.875 High Similarity NPC255017
0.8661 High Similarity NPC152117
0.8661 High Similarity NPC234042
0.8655 High Similarity NPC305496
0.8583 High Similarity NPC473620
0.8532 High Similarity NPC121566
0.8532 High Similarity NPC100955
0.8512 High Similarity NPC473593
0.8509 High Similarity NPC477580
0.8482 Intermediate Similarity NPC101450
0.8468 Intermediate Similarity NPC469845
0.8468 Intermediate Similarity NPC272576
0.8455 Intermediate Similarity NPC95243
0.8455 Intermediate Similarity NPC63023
0.8421 Intermediate Similarity NPC178981
0.8407 Intermediate Similarity NPC474229
0.8393 Intermediate Similarity NPC246205
0.8393 Intermediate Similarity NPC41405
0.8348 Intermediate Similarity NPC74727
0.8348 Intermediate Similarity NPC165439
0.8333 Intermediate Similarity NPC324598
0.8319 Intermediate Similarity NPC475317
0.8319 Intermediate Similarity NPC52241
0.8319 Intermediate Similarity NPC313528
0.8319 Intermediate Similarity NPC154856
0.8304 Intermediate Similarity NPC473288
0.8288 Intermediate Similarity NPC470309
0.8288 Intermediate Similarity NPC210178
0.8264 Intermediate Similarity NPC174367
0.8264 Intermediate Similarity NPC47113
0.8261 Intermediate Similarity NPC260665
0.8261 Intermediate Similarity NPC62696
0.8261 Intermediate Similarity NPC293038
0.824 Intermediate Similarity NPC198361
0.8235 Intermediate Similarity NPC202051
0.8205 Intermediate Similarity NPC13713
0.8198 Intermediate Similarity NPC470061
0.8198 Intermediate Similarity NPC470057
0.8198 Intermediate Similarity NPC470062
0.8198 Intermediate Similarity NPC470064
0.8198 Intermediate Similarity NPC470043
0.8198 Intermediate Similarity NPC470060
0.8198 Intermediate Similarity NPC470058
0.8198 Intermediate Similarity NPC470059
0.8197 Intermediate Similarity NPC287423
0.819 Intermediate Similarity NPC471398
0.819 Intermediate Similarity NPC102088
0.8182 Intermediate Similarity NPC8369
0.8174 Intermediate Similarity NPC130427
0.8174 Intermediate Similarity NPC474265
0.8174 Intermediate Similarity NPC210420
0.8167 Intermediate Similarity NPC28532
0.8158 Intermediate Similarity NPC474567
0.8151 Intermediate Similarity NPC308459
0.8142 Intermediate Similarity NPC94942
0.8142 Intermediate Similarity NPC258323
0.813 Intermediate Similarity NPC473888
0.813 Intermediate Similarity NPC311534
0.8125 Intermediate Similarity NPC96377
0.812 Intermediate Similarity NPC152199
0.812 Intermediate Similarity NPC134869
0.812 Intermediate Similarity NPC235539
0.8108 Intermediate Similarity NPC264048
0.8103 Intermediate Similarity NPC157441
0.8103 Intermediate Similarity NPC477944
0.8103 Intermediate Similarity NPC317210
0.8099 Intermediate Similarity NPC469789
0.8091 Intermediate Similarity NPC469327
0.8087 Intermediate Similarity NPC471243
0.8087 Intermediate Similarity NPC201992
0.808 Intermediate Similarity NPC231240
0.808 Intermediate Similarity NPC471855
0.8073 Intermediate Similarity NPC5358
0.8073 Intermediate Similarity NPC216260
0.807 Intermediate Similarity NPC118225
0.8067 Intermediate Similarity NPC473920
0.8067 Intermediate Similarity NPC475834
0.8067 Intermediate Similarity NPC161738
0.8067 Intermediate Similarity NPC473274
0.8067 Intermediate Similarity NPC477071
0.8067 Intermediate Similarity NPC474179
0.8065 Intermediate Similarity NPC175186
0.8065 Intermediate Similarity NPC104382
0.8053 Intermediate Similarity NPC473165
0.8053 Intermediate Similarity NPC293512
0.8053 Intermediate Similarity NPC59530
0.8051 Intermediate Similarity NPC284068
0.8051 Intermediate Similarity NPC309433
0.8036 Intermediate Similarity NPC85593
0.8036 Intermediate Similarity NPC31430
0.8036 Intermediate Similarity NPC471293
0.8036 Intermediate Similarity NPC255309
0.8034 Intermediate Similarity NPC326542
0.8034 Intermediate Similarity NPC473882
0.8034 Intermediate Similarity NPC472274
0.8034 Intermediate Similarity NPC475163
0.8034 Intermediate Similarity NPC18547
0.8034 Intermediate Similarity NPC474906
0.8034 Intermediate Similarity NPC474557
0.8033 Intermediate Similarity NPC86346
0.8033 Intermediate Similarity NPC75856
0.8033 Intermediate Similarity NPC473505
0.8033 Intermediate Similarity NPC469379
0.8033 Intermediate Similarity NPC475194
0.8017 Intermediate Similarity NPC289312
0.8017 Intermediate Similarity NPC222834
0.8017 Intermediate Similarity NPC194951
0.8017 Intermediate Similarity NPC207251
0.8017 Intermediate Similarity NPC11252
0.8017 Intermediate Similarity NPC12046
0.8016 Intermediate Similarity NPC316915
0.8 Intermediate Similarity NPC48692
0.8 Intermediate Similarity NPC471170
0.8 Intermediate Similarity NPC197428
0.8 Intermediate Similarity NPC163314
0.8 Intermediate Similarity NPC239097
0.8 Intermediate Similarity NPC472257
0.7984 Intermediate Similarity NPC245094
0.7984 Intermediate Similarity NPC69273
0.7984 Intermediate Similarity NPC168899
0.7984 Intermediate Similarity NPC293623
0.7983 Intermediate Similarity NPC297179
0.7983 Intermediate Similarity NPC239293
0.7983 Intermediate Similarity NPC475913
0.7982 Intermediate Similarity NPC295389
0.7982 Intermediate Similarity NPC292133
0.7967 Intermediate Similarity NPC293112
0.7967 Intermediate Similarity NPC93368
0.7967 Intermediate Similarity NPC225049
0.7966 Intermediate Similarity NPC471816
0.7966 Intermediate Similarity NPC298278
0.7966 Intermediate Similarity NPC279638
0.7965 Intermediate Similarity NPC102352
0.7965 Intermediate Similarity NPC472655
0.7965 Intermediate Similarity NPC470587
0.7963 Intermediate Similarity NPC473170
0.7951 Intermediate Similarity NPC227397
0.7951 Intermediate Similarity NPC27363
0.7951 Intermediate Similarity NPC11895
0.7951 Intermediate Similarity NPC469382
0.7949 Intermediate Similarity NPC51978
0.7949 Intermediate Similarity NPC25909
0.7946 Intermediate Similarity NPC239716
0.7946 Intermediate Similarity NPC471005
0.7934 Intermediate Similarity NPC182900
0.7934 Intermediate Similarity NPC473256
0.7934 Intermediate Similarity NPC470878
0.7934 Intermediate Similarity NPC477046
0.7934 Intermediate Similarity NPC249553
0.7934 Intermediate Similarity NPC67569
0.7934 Intermediate Similarity NPC102822
0.7931 Intermediate Similarity NPC263827
0.7931 Intermediate Similarity NPC469656
0.7931 Intermediate Similarity NPC269466
0.7931 Intermediate Similarity NPC474846
0.7931 Intermediate Similarity NPC250481
0.7931 Intermediate Similarity NPC469655
0.7931 Intermediate Similarity NPC285410
0.792 Intermediate Similarity NPC471407
0.792 Intermediate Similarity NPC476966
0.7917 Intermediate Similarity NPC476529
0.7917 Intermediate Similarity NPC473203
0.7917 Intermediate Similarity NPC190939
0.7917 Intermediate Similarity NPC476960
0.7917 Intermediate Similarity NPC279143
0.7917 Intermediate Similarity NPC469488
0.7917 Intermediate Similarity NPC475775
0.7917 Intermediate Similarity NPC475520
0.7917 Intermediate Similarity NPC197003
0.7913 Intermediate Similarity NPC474242
0.7913 Intermediate Similarity NPC477069
0.7913 Intermediate Similarity NPC477070
0.7913 Intermediate Similarity NPC8431
0.7913 Intermediate Similarity NPC218853
0.7909 Intermediate Similarity NPC114274
0.7903 Intermediate Similarity NPC473253
0.7899 Intermediate Similarity NPC477252
0.7899 Intermediate Similarity NPC27999
0.7899 Intermediate Similarity NPC477116
0.7899 Intermediate Similarity NPC473968
0.7895 Intermediate Similarity NPC144854
0.7895 Intermediate Similarity NPC3316
0.7886 Intermediate Similarity NPC241456
0.7886 Intermediate Similarity NPC277191
0.7886 Intermediate Similarity NPC190846
0.7886 Intermediate Similarity NPC30188
0.7886 Intermediate Similarity NPC32868
0.7886 Intermediate Similarity NPC177820
0.7881 Intermediate Similarity NPC473798

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC302471 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
0.8793 High Similarity NPD6370 Approved
0.8621 High Similarity NPD6054 Approved
0.843 Intermediate Similarity NPD7736 Approved
0.839 Intermediate Similarity NPD6016 Approved
0.839 Intermediate Similarity NPD6015 Approved
0.8333 Intermediate Similarity NPD7492 Approved
0.8319 Intermediate Similarity NPD5988 Approved
0.8305 Intermediate Similarity NPD6059 Approved
0.8264 Intermediate Similarity NPD6616 Approved
0.8197 Intermediate Similarity NPD7078 Approved
0.8197 Intermediate Similarity NPD8293 Discontinued
0.8053 Intermediate Similarity NPD6412 Phase 2
0.8051 Intermediate Similarity NPD6009 Approved
0.8017 Intermediate Similarity NPD6882 Approved
0.7965 Intermediate Similarity NPD6008 Approved
0.7863 Intermediate Similarity NPD8297 Approved
0.7826 Intermediate Similarity NPD6899 Approved
0.7826 Intermediate Similarity NPD6881 Approved
0.7823 Intermediate Similarity NPD7507 Approved
0.7797 Intermediate Similarity NPD4632 Approved
0.7739 Intermediate Similarity NPD5697 Approved
0.7705 Intermediate Similarity NPD6319 Approved
0.7698 Intermediate Similarity NPD6033 Approved
0.7692 Intermediate Similarity NPD7102 Approved
0.7692 Intermediate Similarity NPD6883 Approved
0.7692 Intermediate Similarity NPD7290 Approved
0.7685 Intermediate Similarity NPD6079 Approved
0.7679 Intermediate Similarity NPD5286 Approved
0.7679 Intermediate Similarity NPD4696 Approved
0.7679 Intermediate Similarity NPD5285 Approved
0.7672 Intermediate Similarity NPD7320 Approved
0.7661 Intermediate Similarity NPD6067 Discontinued
0.7661 Intermediate Similarity NPD7604 Phase 2
0.7652 Intermediate Similarity NPD7128 Approved
0.7652 Intermediate Similarity NPD6675 Approved
0.7652 Intermediate Similarity NPD5739 Approved
0.7652 Intermediate Similarity NPD6402 Approved
0.7638 Intermediate Similarity NPD7319 Approved
0.7627 Intermediate Similarity NPD6617 Approved
0.7627 Intermediate Similarity NPD6869 Approved
0.7627 Intermediate Similarity NPD6649 Approved
0.7627 Intermediate Similarity NPD6847 Approved
0.7627 Intermediate Similarity NPD6650 Approved
0.7627 Intermediate Similarity NPD8130 Phase 1
0.7607 Intermediate Similarity NPD6013 Approved
0.7607 Intermediate Similarity NPD6012 Approved
0.7607 Intermediate Similarity NPD6014 Approved
0.7603 Intermediate Similarity NPD7115 Discovery
0.7544 Intermediate Similarity NPD4633 Approved
0.7544 Intermediate Similarity NPD5224 Approved
0.7544 Intermediate Similarity NPD5211 Phase 2
0.7544 Intermediate Similarity NPD5226 Approved
0.7544 Intermediate Similarity NPD5225 Approved
0.7542 Intermediate Similarity NPD4634 Approved
0.7521 Intermediate Similarity NPD6011 Approved
0.7521 Intermediate Similarity NPD6686 Approved
0.752 Intermediate Similarity NPD8328 Phase 3
0.75 Intermediate Similarity NPD5983 Phase 2
0.75 Intermediate Similarity NPD4755 Approved
0.75 Intermediate Similarity NPD5328 Approved
0.7478 Intermediate Similarity NPD5174 Approved
0.7478 Intermediate Similarity NPD5175 Approved
0.7458 Intermediate Similarity NPD6373 Approved
0.7458 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7458 Intermediate Similarity NPD6372 Approved
0.7456 Intermediate Similarity NPD5223 Approved
0.7436 Intermediate Similarity NPD5701 Approved
0.7414 Intermediate Similarity NPD5141 Approved
0.7411 Intermediate Similarity NPD5222 Approved
0.7411 Intermediate Similarity NPD5221 Approved
0.7411 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7402 Intermediate Similarity NPD6336 Discontinued
0.7368 Intermediate Similarity NPD4700 Approved
0.7345 Intermediate Similarity NPD5173 Approved
0.7317 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7311 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7258 Intermediate Similarity NPD7327 Approved
0.7258 Intermediate Similarity NPD7328 Approved
0.7227 Intermediate Similarity NPD4730 Approved
0.7227 Intermediate Similarity NPD4729 Approved
0.7222 Intermediate Similarity NPD8033 Approved
0.7222 Intermediate Similarity NPD7503 Approved
0.72 Intermediate Similarity NPD7516 Approved
0.72 Intermediate Similarity NPD7100 Approved
0.72 Intermediate Similarity NPD7101 Approved
0.719 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7176 Intermediate Similarity NPD5956 Approved
0.7143 Intermediate Similarity NPD4202 Approved
0.7143 Intermediate Similarity NPD8377 Approved
0.7143 Intermediate Similarity NPD6399 Phase 3
0.7143 Intermediate Similarity NPD8294 Approved
0.712 Intermediate Similarity NPD6335 Approved
0.7119 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7107 Intermediate Similarity NPD5247 Approved
0.7107 Intermediate Similarity NPD5248 Approved
0.7107 Intermediate Similarity NPD5251 Approved
0.7107 Intermediate Similarity NPD5249 Phase 3
0.7107 Intermediate Similarity NPD5250 Approved
0.7107 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7105 Intermediate Similarity NPD4697 Phase 3
0.7097 Intermediate Similarity NPD6274 Approved
0.7087 Intermediate Similarity NPD8378 Approved
0.7087 Intermediate Similarity NPD8335 Approved
0.7087 Intermediate Similarity NPD6291 Clinical (unspecified phase)
0.7087 Intermediate Similarity NPD8296 Approved
0.7087 Intermediate Similarity NPD8380 Approved
0.7087 Intermediate Similarity NPD8379 Approved
0.7083 Intermediate Similarity NPD5128 Approved
0.7064 Intermediate Similarity NPD3618 Phase 1
0.7059 Intermediate Similarity NPD4767 Approved
0.7059 Intermediate Similarity NPD4768 Approved
0.7049 Intermediate Similarity NPD5216 Approved
0.7049 Intermediate Similarity NPD5215 Approved
0.7049 Intermediate Similarity NPD5217 Approved
0.7043 Intermediate Similarity NPD6083 Phase 2
0.7043 Intermediate Similarity NPD6084 Phase 2
0.704 Intermediate Similarity NPD6317 Approved
0.7037 Intermediate Similarity NPD4786 Approved
0.7034 Intermediate Similarity NPD4754 Approved
0.7018 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.6984 Remote Similarity NPD6313 Approved
0.6984 Remote Similarity NPD6314 Approved
0.6983 Remote Similarity NPD7638 Approved
0.6967 Remote Similarity NPD5135 Approved
0.6967 Remote Similarity NPD5169 Approved
0.6967 Remote Similarity NPD5134 Clinical (unspecified phase)
0.696 Remote Similarity NPD6868 Approved
0.6953 Remote Similarity NPD8516 Approved
0.6953 Remote Similarity NPD8513 Phase 3
0.6953 Remote Similarity NPD8515 Approved
0.6953 Remote Similarity NPD8517 Approved
0.6942 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6935 Remote Similarity NPD8133 Approved
0.693 Remote Similarity NPD7748 Approved
0.6923 Remote Similarity NPD7639 Approved
0.6923 Remote Similarity NPD7640 Approved
0.6911 Remote Similarity NPD5127 Approved
0.6903 Remote Similarity NPD7515 Phase 2
0.6897 Remote Similarity NPD7902 Approved
0.6875 Remote Similarity NPD4753 Phase 2
0.687 Remote Similarity NPD5210 Approved
0.687 Remote Similarity NPD4629 Approved
0.686 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6855 Remote Similarity NPD6053 Discontinued
0.6852 Remote Similarity NPD3667 Approved
0.6847 Remote Similarity NPD3573 Approved
0.6822 Remote Similarity NPD6909 Approved
0.6822 Remote Similarity NPD6908 Approved
0.6803 Remote Similarity NPD5168 Approved
0.6783 Remote Similarity NPD5282 Discontinued
0.6757 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6746 Remote Similarity NPD5167 Approved
0.6727 Remote Similarity NPD3665 Phase 1
0.6727 Remote Similarity NPD3666 Approved
0.6727 Remote Similarity NPD3133 Approved
0.6724 Remote Similarity NPD5695 Phase 3
0.6695 Remote Similarity NPD5696 Approved
0.6695 Remote Similarity NPD4225 Approved
0.6638 Remote Similarity NPD6001 Approved
0.6638 Remote Similarity NPD7900 Approved
0.6638 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6637 Remote Similarity NPD5737 Approved
0.6637 Remote Similarity NPD6903 Approved
0.6637 Remote Similarity NPD6672 Approved
0.6609 Remote Similarity NPD6411 Approved
0.6607 Remote Similarity NPD7334 Approved
0.6607 Remote Similarity NPD6684 Approved
0.6607 Remote Similarity NPD6409 Approved
0.6607 Remote Similarity NPD7521 Approved
0.6607 Remote Similarity NPD5330 Approved
0.6607 Remote Similarity NPD7146 Approved
0.6583 Remote Similarity NPD5344 Discontinued
0.6581 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6569 Remote Similarity NPD8338 Approved
0.656 Remote Similarity NPD6371 Approved
0.6545 Remote Similarity NPD4223 Phase 3
0.6545 Remote Similarity NPD4221 Approved
0.6529 Remote Similarity NPD7632 Discontinued
0.6519 Remote Similarity NPD8336 Approved
0.6519 Remote Similarity NPD8337 Approved
0.6518 Remote Similarity NPD5329 Approved
0.6514 Remote Similarity NPD7525 Registered
0.6491 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6466 Remote Similarity NPD5281 Approved
0.6466 Remote Similarity NPD8034 Phase 2
0.6466 Remote Similarity NPD8035 Phase 2
0.6466 Remote Similarity NPD5284 Approved
0.646 Remote Similarity NPD5690 Phase 2
0.646 Remote Similarity NPD5279 Phase 3
0.6454 Remote Similarity NPD6334 Approved
0.6454 Remote Similarity NPD6333 Approved
0.6444 Remote Similarity NPD8074 Phase 3
0.6438 Remote Similarity NPD7799 Discontinued
0.6435 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6435 Remote Similarity NPD6101 Approved
0.6435 Remote Similarity NPD6673 Approved
0.6435 Remote Similarity NPD6904 Approved
0.6435 Remote Similarity NPD6080 Approved
0.6429 Remote Similarity NPD3668 Phase 3
0.6429 Remote Similarity NPD4197 Approved

Structure

External Identifiers

PubChem CID   71726013
ChEMBL   CHEMBL2386300
ZINC  

Physicochemical Properties

Molecular Weight:  498.33
ALogP:  2.1445
MLogP:  4.32
XLogP:  4.422
# Rotatable Bonds:  12
Polar Surface Area:  68.29
# H-Bond Aceptor:  5
# H-Bond Donor:  1
# Rings:  6
# Heavy Atoms:  36

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General Info & Identifiers & Properties  
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Biological Activities  
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