Natural Product: NPC471173

Natural Product ID:  NPC471173
Common Name:   7-Deacetyl-21Alpha-Methoxydihydrobruceajavanin B
IUPAC Name:   (5R,7R,8S,9R,10R,13S,17S)-17-[(2R,3S,5R)-5-[(2S)-3,3-dimethyloxiran-2-yl]-2-methoxyoxolan-3-yl]-7-hydroxy-4,4,8,10,13-pentamethyl-5,6,7,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-one
Synonyms:  
Molecular Formula:   C31H48O5
Standard InCHIKey:  PPZXDUFPMKSAJC-PJFQGQSISA-N
Standard InCHI:  InChI=1S/C31H48O5/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/h12,14,17-22,24-26,33H,9-11,13,15-16H2,1-8H3/t17-,18-,19+,20?,21+,22-,24+,25-,26+,29-,30+,31-/m0/s1
Canonical SMILES:  CO[C@@H]1O[C@H](C[C@H]1[C@@H]1CCC2[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 > 20000 nM 24128115
NPT116 Cell Line HL-60 Homo sapiens IC50 < 10000 nM 24583605

  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 NPC471173 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
1.0 High Similarity NPC471627
0.9626 High Similarity NPC302471
0.9364 High Similarity NPC161065
0.9279 High Similarity NPC241192
0.8919 High Similarity NPC243981
0.8807 High Similarity NPC470065
0.8803 High Similarity NPC305496
0.8803 High Similarity NPC42399
0.8729 High Similarity NPC473620
0.8692 High Similarity NPC100955
0.8692 High Similarity NPC121566
0.8636 High Similarity NPC101450
0.8611 High Similarity NPC63023
0.8611 High Similarity NPC95243
0.8571 High Similarity NPC178981
0.8534 High Similarity NPC204731
0.8525 High Similarity NPC198361
0.85 High Similarity NPC473593
0.8496 Intermediate Similarity NPC477580
0.8491 Intermediate Similarity NPC324598
0.8487 Intermediate Similarity NPC298841
0.8468 Intermediate Similarity NPC5284
0.8462 Intermediate Similarity NPC313528
0.8455 Intermediate Similarity NPC272576
0.8455 Intermediate Similarity NPC469844
0.8407 Intermediate Similarity NPC260665
0.8407 Intermediate Similarity NPC255017
0.8378 Intermediate Similarity NPC246205
0.8333 Intermediate Similarity NPC74727
0.8333 Intermediate Similarity NPC471398
0.8319 Intermediate Similarity NPC234042
0.8319 Intermediate Similarity NPC152117
0.8305 Intermediate Similarity NPC28532
0.8304 Intermediate Similarity NPC475317
0.8304 Intermediate Similarity NPC154856
0.8304 Intermediate Similarity NPC52241
0.8288 Intermediate Similarity NPC258323
0.8288 Intermediate Similarity NPC473288
0.8273 Intermediate Similarity NPC210178
0.8273 Intermediate Similarity NPC96377
0.8273 Intermediate Similarity NPC470309
0.8264 Intermediate Similarity NPC473888
0.825 Intermediate Similarity NPC47113
0.825 Intermediate Similarity NPC174367
0.8246 Intermediate Similarity NPC317210
0.8246 Intermediate Similarity NPC477944
0.8224 Intermediate Similarity NPC5358
0.8224 Intermediate Similarity NPC216260
0.822 Intermediate Similarity NPC202051
0.8205 Intermediate Similarity NPC473920
0.8182 Intermediate Similarity NPC471293
0.8182 Intermediate Similarity NPC255309
0.8182 Intermediate Similarity NPC31430
0.8182 Intermediate Similarity NPC85593
0.8182 Intermediate Similarity NPC287423
0.8174 Intermediate Similarity NPC326542
0.8167 Intermediate Similarity NPC8369
0.8167 Intermediate Similarity NPC473505
0.8158 Intermediate Similarity NPC130427
0.8158 Intermediate Similarity NPC210420
0.8158 Intermediate Similarity NPC207251
0.8158 Intermediate Similarity NPC474265
0.8142 Intermediate Similarity NPC474567
0.8125 Intermediate Similarity NPC469845
0.812 Intermediate Similarity NPC239293
0.8115 Intermediate Similarity NPC311534
0.8087 Intermediate Similarity NPC62696
0.8087 Intermediate Similarity NPC293038
0.8083 Intermediate Similarity NPC27363
0.8083 Intermediate Similarity NPC227397
0.8083 Intermediate Similarity NPC469789
0.807 Intermediate Similarity NPC285410
0.807 Intermediate Similarity NPC269466
0.807 Intermediate Similarity NPC263827
0.807 Intermediate Similarity NPC471243
0.807 Intermediate Similarity NPC250481
0.807 Intermediate Similarity NPC474229
0.8065 Intermediate Similarity NPC231240
0.8065 Intermediate Similarity NPC471855
0.8053 Intermediate Similarity NPC8431
0.8053 Intermediate Similarity NPC474242
0.8053 Intermediate Similarity NPC41405
0.8053 Intermediate Similarity NPC118225
0.8051 Intermediate Similarity NPC161738
0.8051 Intermediate Similarity NPC475834
0.8051 Intermediate Similarity NPC473203
0.8051 Intermediate Similarity NPC473274
0.8051 Intermediate Similarity NPC477071
0.8051 Intermediate Similarity NPC279143
0.8051 Intermediate Similarity NPC474179
0.8049 Intermediate Similarity NPC175186
0.8049 Intermediate Similarity NPC104382
0.8036 Intermediate Similarity NPC59530
0.8034 Intermediate Similarity NPC13713
0.8033 Intermediate Similarity NPC473253
0.8017 Intermediate Similarity NPC475163
0.8017 Intermediate Similarity NPC277191
0.8017 Intermediate Similarity NPC473882
0.8017 Intermediate Similarity NPC474557
0.8017 Intermediate Similarity NPC102088
0.8017 Intermediate Similarity NPC190846
0.8017 Intermediate Similarity NPC165439
0.8017 Intermediate Similarity NPC475194
0.8 Intermediate Similarity NPC477253
0.8 Intermediate Similarity NPC22388
0.8 Intermediate Similarity NPC316915
0.8 Intermediate Similarity NPC205534
0.7984 Intermediate Similarity NPC471170
0.7983 Intermediate Similarity NPC470312
0.7983 Intermediate Similarity NPC472257
0.7982 Intermediate Similarity NPC76084
0.7982 Intermediate Similarity NPC129340
0.7982 Intermediate Similarity NPC163314
0.7982 Intermediate Similarity NPC197428
0.7967 Intermediate Similarity NPC245094
0.7967 Intermediate Similarity NPC69273
0.7967 Intermediate Similarity NPC168899
0.7967 Intermediate Similarity NPC293623
0.7966 Intermediate Similarity NPC473720
0.7966 Intermediate Similarity NPC475913
0.7965 Intermediate Similarity NPC94942
0.7965 Intermediate Similarity NPC230888
0.7965 Intermediate Similarity NPC295389
0.7951 Intermediate Similarity NPC93368
0.7951 Intermediate Similarity NPC293112
0.7951 Intermediate Similarity NPC469750
0.7951 Intermediate Similarity NPC250556
0.7949 Intermediate Similarity NPC471816
0.7949 Intermediate Similarity NPC266728
0.7949 Intermediate Similarity NPC235539
0.7949 Intermediate Similarity NPC152199
0.7949 Intermediate Similarity NPC134869
0.7949 Intermediate Similarity NPC270929
0.7949 Intermediate Similarity NPC298278
0.7949 Intermediate Similarity NPC49492
0.7949 Intermediate Similarity NPC279638
0.7934 Intermediate Similarity NPC41129
0.7934 Intermediate Similarity NPC11895
0.7931 Intermediate Similarity NPC52634
0.7931 Intermediate Similarity NPC157441
0.7928 Intermediate Similarity NPC140723
0.7917 Intermediate Similarity NPC182900
0.7917 Intermediate Similarity NPC476675
0.7917 Intermediate Similarity NPC476672
0.7917 Intermediate Similarity NPC275675
0.7917 Intermediate Similarity NPC473256
0.7917 Intermediate Similarity NPC42675
0.7917 Intermediate Similarity NPC470878
0.7917 Intermediate Similarity NPC249553
0.7917 Intermediate Similarity NPC67569
0.7913 Intermediate Similarity NPC201992
0.7913 Intermediate Similarity NPC274833
0.7903 Intermediate Similarity NPC470880
0.7903 Intermediate Similarity NPC471407
0.7903 Intermediate Similarity NPC476966
0.7899 Intermediate Similarity NPC469488
0.7899 Intermediate Similarity NPC61520
0.7899 Intermediate Similarity NPC475520
0.7899 Intermediate Similarity NPC190939
0.7899 Intermediate Similarity NPC127530
0.7899 Intermediate Similarity NPC197003
0.7899 Intermediate Similarity NPC476960
0.7895 Intermediate Similarity NPC477069
0.7895 Intermediate Similarity NPC477070
0.7895 Intermediate Similarity NPC265655
0.789 Intermediate Similarity NPC114274
0.7886 Intermediate Similarity NPC471357
0.7886 Intermediate Similarity NPC146456
0.7886 Intermediate Similarity NPC240070
0.7886 Intermediate Similarity NPC179412
0.7886 Intermediate Similarity NPC471356
0.7886 Intermediate Similarity NPC469757
0.7886 Intermediate Similarity NPC329784
0.7886 Intermediate Similarity NPC117702
0.7881 Intermediate Similarity NPC477252
0.7881 Intermediate Similarity NPC218970
0.7881 Intermediate Similarity NPC309433
0.7876 Intermediate Similarity NPC88833
0.7876 Intermediate Similarity NPC96333
0.7876 Intermediate Similarity NPC61071
0.7876 Intermediate Similarity NPC44063
0.7876 Intermediate Similarity NPC293512
0.7869 Intermediate Similarity NPC241456
0.7869 Intermediate Similarity NPC476674
0.7869 Intermediate Similarity NPC473255
0.7869 Intermediate Similarity NPC32868
0.7863 Intermediate Similarity NPC243354
0.7863 Intermediate Similarity NPC474906
0.7863 Intermediate Similarity NPC116024
0.7863 Intermediate Similarity NPC220293
0.7863 Intermediate Similarity NPC18547
0.7863 Intermediate Similarity NPC238667
0.7857 Intermediate Similarity NPC470059
0.7857 Intermediate Similarity NPC470060
0.7857 Intermediate Similarity NPC470064
0.7857 Intermediate Similarity NPC470058
0.7857 Intermediate Similarity NPC470043
0.7857 Intermediate Similarity NPC101842
0.7857 Intermediate Similarity NPC470061
0.7857 Intermediate Similarity NPC470057

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC471173 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
0.8947 High Similarity NPD6370 Approved
0.8772 High Similarity NPD6054 Approved
0.8571 High Similarity NPD7736 Approved
0.8534 High Similarity NPD6015 Approved
0.8534 High Similarity NPD6016 Approved
0.8475 Intermediate Similarity NPD7492 Approved
0.8462 Intermediate Similarity NPD5988 Approved
0.8448 Intermediate Similarity NPD6059 Approved
0.8403 Intermediate Similarity NPD6616 Approved
0.8333 Intermediate Similarity NPD8293 Discontinued
0.8333 Intermediate Similarity NPD7078 Approved
0.8198 Intermediate Similarity NPD6412 Phase 2
0.819 Intermediate Similarity NPD6009 Approved
0.8158 Intermediate Similarity NPD6882 Approved
0.8 Intermediate Similarity NPD8297 Approved
0.7965 Intermediate Similarity NPD6899 Approved
0.7965 Intermediate Similarity NPD6881 Approved
0.7951 Intermediate Similarity NPD7507 Approved
0.7946 Intermediate Similarity NPD6008 Approved
0.7931 Intermediate Similarity NPD4632 Approved
0.7876 Intermediate Similarity NPD5697 Approved
0.7833 Intermediate Similarity NPD6319 Approved
0.783 Intermediate Similarity NPD6079 Approved
0.7826 Intermediate Similarity NPD7102 Approved
0.7826 Intermediate Similarity NPD6883 Approved
0.7826 Intermediate Similarity NPD7290 Approved
0.7823 Intermediate Similarity NPD6033 Approved
0.7818 Intermediate Similarity NPD5285 Approved
0.7818 Intermediate Similarity NPD5286 Approved
0.7818 Intermediate Similarity NPD4696 Approved
0.7807 Intermediate Similarity NPD7320 Approved
0.7788 Intermediate Similarity NPD7128 Approved
0.7788 Intermediate Similarity NPD5739 Approved
0.7788 Intermediate Similarity NPD6675 Approved
0.7788 Intermediate Similarity NPD6402 Approved
0.7787 Intermediate Similarity NPD7604 Phase 2
0.7787 Intermediate Similarity NPD6067 Discontinued
0.776 Intermediate Similarity NPD7319 Approved
0.7759 Intermediate Similarity NPD6869 Approved
0.7759 Intermediate Similarity NPD6617 Approved
0.7759 Intermediate Similarity NPD6847 Approved
0.7759 Intermediate Similarity NPD6649 Approved
0.7759 Intermediate Similarity NPD6650 Approved
0.7759 Intermediate Similarity NPD8130 Phase 1
0.7739 Intermediate Similarity NPD6012 Approved
0.7739 Intermediate Similarity NPD6014 Approved
0.7739 Intermediate Similarity NPD6013 Approved
0.7679 Intermediate Similarity NPD5211 Phase 2
0.7679 Intermediate Similarity NPD5225 Approved
0.7679 Intermediate Similarity NPD5226 Approved
0.7679 Intermediate Similarity NPD4633 Approved
0.7679 Intermediate Similarity NPD5224 Approved
0.7672 Intermediate Similarity NPD4634 Approved
0.7652 Intermediate Similarity NPD6011 Approved
0.7642 Intermediate Similarity NPD5328 Approved
0.7636 Intermediate Similarity NPD4755 Approved
0.7623 Intermediate Similarity NPD5983 Phase 2
0.7611 Intermediate Similarity NPD5174 Approved
0.7611 Intermediate Similarity NPD5175 Approved
0.7589 Intermediate Similarity NPD5223 Approved
0.7586 Intermediate Similarity NPD6373 Approved
0.7586 Intermediate Similarity NPD6372 Approved
0.7583 Intermediate Similarity NPD7115 Discovery
0.7565 Intermediate Similarity NPD5701 Approved
0.7545 Intermediate Similarity NPD5222 Approved
0.7545 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7545 Intermediate Similarity NPD5221 Approved
0.7544 Intermediate Similarity NPD5141 Approved
0.752 Intermediate Similarity NPD6336 Discontinued
0.75 Intermediate Similarity NPD4700 Approved
0.75 Intermediate Similarity NPD8328 Phase 3
0.75 Intermediate Similarity NPD6686 Approved
0.7477 Intermediate Similarity NPD5173 Approved
0.7436 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7391 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7377 Intermediate Similarity NPD7328 Approved
0.7377 Intermediate Similarity NPD7327 Approved
0.735 Intermediate Similarity NPD4729 Approved
0.735 Intermediate Similarity NPD4730 Approved
0.7339 Intermediate Similarity NPD7503 Approved
0.7317 Intermediate Similarity NPD7100 Approved
0.7317 Intermediate Similarity NPD7101 Approved
0.7317 Intermediate Similarity NPD7516 Approved
0.7311 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7288 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7287 Intermediate Similarity NPD5956 Approved
0.7273 Intermediate Similarity NPD4202 Approved
0.7258 Intermediate Similarity NPD8294 Approved
0.7258 Intermediate Similarity NPD8377 Approved
0.7236 Intermediate Similarity NPD6335 Approved
0.7232 Intermediate Similarity NPD4697 Phase 3
0.7227 Intermediate Similarity NPD5250 Approved
0.7227 Intermediate Similarity NPD5248 Approved
0.7227 Intermediate Similarity NPD5247 Approved
0.7227 Intermediate Similarity NPD5249 Phase 3
0.7227 Intermediate Similarity NPD5251 Approved
0.7213 Intermediate Similarity NPD6274 Approved
0.7203 Intermediate Similarity NPD5128 Approved
0.72 Intermediate Similarity NPD6291 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD8033 Approved
0.72 Intermediate Similarity NPD8335 Approved
0.72 Intermediate Similarity NPD8380 Approved
0.72 Intermediate Similarity NPD8379 Approved
0.72 Intermediate Similarity NPD8378 Approved
0.72 Intermediate Similarity NPD8296 Approved
0.7196 Intermediate Similarity NPD3618 Phase 1
0.7179 Intermediate Similarity NPD4767 Approved
0.7179 Intermediate Similarity NPD4768 Approved
0.7168 Intermediate Similarity NPD6083 Phase 2
0.7168 Intermediate Similarity NPD6084 Phase 2
0.7167 Intermediate Similarity NPD5215 Approved
0.7167 Intermediate Similarity NPD5216 Approved
0.7167 Intermediate Similarity NPD5217 Approved
0.7155 Intermediate Similarity NPD4754 Approved
0.7154 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7154 Intermediate Similarity NPD6317 Approved
0.7143 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7117 Intermediate Similarity NPD6399 Phase 3
0.7105 Intermediate Similarity NPD7638 Approved
0.7097 Intermediate Similarity NPD6314 Approved
0.7097 Intermediate Similarity NPD6313 Approved
0.7083 Intermediate Similarity NPD5135 Approved
0.7083 Intermediate Similarity NPD5169 Approved
0.7083 Intermediate Similarity NPD5134 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7073 Intermediate Similarity NPD6868 Approved
0.7059 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7049 Intermediate Similarity NPD8133 Approved
0.7043 Intermediate Similarity NPD7639 Approved
0.7043 Intermediate Similarity NPD7640 Approved
0.7025 Intermediate Similarity NPD5127 Approved
0.7009 Intermediate Similarity NPD4786 Approved
0.7 Intermediate Similarity NPD4753 Phase 2
0.6991 Remote Similarity NPD5210 Approved
0.6991 Remote Similarity NPD4629 Approved
0.6929 Remote Similarity NPD6908 Approved
0.6929 Remote Similarity NPD6909 Approved
0.6917 Remote Similarity NPD5168 Approved
0.6903 Remote Similarity NPD7748 Approved
0.6881 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6875 Remote Similarity NPD7515 Phase 2
0.687 Remote Similarity NPD7902 Approved
0.6855 Remote Similarity NPD5167 Approved
0.6852 Remote Similarity NPD3665 Phase 1
0.6852 Remote Similarity NPD3666 Approved
0.6852 Remote Similarity NPD3133 Approved
0.6842 Remote Similarity NPD5695 Phase 3
0.6833 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6829 Remote Similarity NPD6053 Discontinued
0.6822 Remote Similarity NPD3667 Approved
0.6818 Remote Similarity NPD3573 Approved
0.681 Remote Similarity NPD5696 Approved
0.6797 Remote Similarity NPD8517 Approved
0.6797 Remote Similarity NPD8515 Approved
0.6797 Remote Similarity NPD8513 Phase 3
0.6797 Remote Similarity NPD8516 Approved
0.6757 Remote Similarity NPD5737 Approved
0.6757 Remote Similarity NPD6903 Approved
0.6757 Remote Similarity NPD6672 Approved
0.6754 Remote Similarity NPD6001 Approved
0.6727 Remote Similarity NPD6684 Approved
0.6727 Remote Similarity NPD6409 Approved
0.6727 Remote Similarity NPD5330 Approved
0.6727 Remote Similarity NPD7146 Approved
0.6727 Remote Similarity NPD7334 Approved
0.6727 Remote Similarity NPD7521 Approved
0.6667 Remote Similarity NPD4223 Phase 3
0.6667 Remote Similarity NPD4221 Approved
0.6639 Remote Similarity NPD7632 Discontinued
0.6636 Remote Similarity NPD5329 Approved
0.6636 Remote Similarity NPD7525 Registered
0.6609 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6609 Remote Similarity NPD7900 Approved
0.6607 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6579 Remote Similarity NPD5281 Approved
0.6579 Remote Similarity NPD5284 Approved
0.6579 Remote Similarity NPD8035 Phase 2
0.6579 Remote Similarity NPD8034 Phase 2
0.6577 Remote Similarity NPD5279 Phase 3
0.6577 Remote Similarity NPD5690 Phase 2
0.6549 Remote Similarity NPD6673 Approved
0.6549 Remote Similarity NPD6080 Approved
0.6549 Remote Similarity NPD6904 Approved
0.6547 Remote Similarity NPD6333 Approved
0.6547 Remote Similarity NPD6334 Approved
0.6545 Remote Similarity NPD4197 Approved
0.6544 Remote Similarity NPD8338 Approved
0.6525 Remote Similarity NPD4225 Approved
0.6522 Remote Similarity NPD8171 Discontinued
0.6512 Remote Similarity NPD4522 Approved
0.6493 Remote Similarity NPD8337 Approved
0.6493 Remote Similarity NPD8336 Approved
0.6491 Remote Similarity NPD5207 Approved
0.6486 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6476 Remote Similarity NPD3703 Phase 2
0.6466 Remote Similarity NPD5282 Discontinued
0.6455 Remote Similarity NPD4788 Approved
0.6449 Remote Similarity NPD6697 Approved
0.6449 Remote Similarity NPD6114 Approved
0.6449 Remote Similarity NPD6118 Approved

Structure

External Identifiers

PubChem CID   73353442
ChEMBL   CHEMBL2386301
ZINC  

Physicochemical Properties

Molecular Weight:  500.35
ALogP:  2.1902
MLogP:  4.32
XLogP:  5.885
# Rotatable Bonds:  12
Polar Surface Area:  68.29
# H-Bond Aceptor:  5
# H-Bond Donor:  1
# Rings:  6
# Heavy Atoms:  36

Download Data

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Biological Activities  
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