Natural Product: NPC469771

Natural Product ID:  NPC469771
Common Name:   Diterpene Derivative
IUPAC Name:   [(2R,4R,4bS,5R,6S,7S,10R,10aR)-6,7,10-triacetyloxy-5-benzoyloxy-2-formyl-10a-hydroxy-4b-(hydroxymethyl)-2,8,8-trimethyl-1-oxo-4,4a,5,6,7,8a,9,10-octahydro-3H-phenanthren-4-yl] benzoate
Synonyms:  
Molecular Formula:   C39H44O14
Standard InCHIKey:  GZGMTWJDIWUSBB-XBDKZVGKSA-N
Standard InCHI:  InChI=1S/C39H44O14/c1-21(42)49-28-17-27-36(4,5)31(51-23(3)44)29(50-22(2)43)32(53-34(46)25-15-11-8-12-16-25)38(27,20-41)30-26(52-33(45)24-13-9-7-10-14-24)18-37(6,19-40)35(47)39(28,30)48/h7-16,19,26-32,41,48H,17-18,20H2,1-6H3/t26-,27?,28-,29+,30?,31-,32+,37-,38+,39+/m1/s1
Canonical SMILES:  OC[C@@]12[C@@H](OC(=O)c3ccccc3)[C@@H](OC(=O)C)[C@H](C(C2C[C@H]([C@@]2(C1[C@@H](C[C@](C2=O)(C)C=O)OC(=O)c1ccccc1)O)OC(=O)C)(C)C)OC(=O)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
NPO22900 Orthosiphon stamineus Species Lamiaceae Eukaryota Indonesia PMID[12467611]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1886 Cell Line J774 Mus musculus IC50 = 23000 nM 18625771

  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 NPC469771 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
0.9795 High Similarity NPC257213
0.9795 High Similarity NPC158333
0.9795 High Similarity NPC473414
0.9795 High Similarity NPC249471
0.9795 High Similarity NPC472005
0.9795 High Similarity NPC237549
0.9795 High Similarity NPC304876
0.9795 High Similarity NPC265395
0.9795 High Similarity NPC472022
0.9795 High Similarity NPC472030
0.9795 High Similarity NPC1173
0.9795 High Similarity NPC242262
0.9795 High Similarity NPC256142
0.9728 High Similarity NPC228204
0.9728 High Similarity NPC26033
0.9728 High Similarity NPC112523
0.9728 High Similarity NPC114410
0.966 High Similarity NPC77719
0.9589 High Similarity NPC7095
0.9521 High Similarity NPC81698
0.9521 High Similarity NPC60509
0.9521 High Similarity NPC250046
0.9456 High Similarity NPC198455
0.9456 High Similarity NPC161239
0.9456 High Similarity NPC112216
0.9456 High Similarity NPC165260
0.9404 High Similarity NPC471102
0.94 High Similarity NPC106895
0.9333 High Similarity NPC282239
0.9333 High Similarity NPC472549
0.9329 High Similarity NPC477905
0.9315 High Similarity NPC127857
0.9272 High Similarity NPC217091
0.9211 High Similarity NPC472393
0.92 High Similarity NPC472548
0.9133 High Similarity NPC306799
0.9133 High Similarity NPC51602
0.9133 High Similarity NPC471103
0.9133 High Similarity NPC101043
0.9133 High Similarity NPC470153
0.9079 High Similarity NPC21410
0.9079 High Similarity NPC473670
0.9067 High Similarity NPC254558
0.9067 High Similarity NPC473214
0.9067 High Similarity NPC470245
0.9048 High Similarity NPC477468
0.9 High Similarity NPC471101
0.9 High Similarity NPC473215
0.9 High Similarity NPC476975
0.9 High Similarity NPC266265
0.9 High Similarity NPC92293
0.9 High Similarity NPC301556
0.9 High Similarity NPC270590
0.898 High Similarity NPC182869
0.8933 High Similarity NPC281717
0.8926 High Similarity NPC472556
0.8926 High Similarity NPC472568
0.8926 High Similarity NPC158663
0.8926 High Similarity NPC470157
0.8926 High Similarity NPC177940
0.8926 High Similarity NPC469349
0.8926 High Similarity NPC471104
0.8926 High Similarity NPC184817
0.8926 High Similarity NPC171525
0.8926 High Similarity NPC174982
0.8926 High Similarity NPC476973
0.8926 High Similarity NPC96903
0.8926 High Similarity NPC472571
0.8926 High Similarity NPC200471
0.8926 High Similarity NPC472572
0.8926 High Similarity NPC472575
0.8926 High Similarity NPC29704
0.8926 High Similarity NPC70403
0.8926 High Similarity NPC470159
0.8926 High Similarity NPC473088
0.891 High Similarity NPC476077
0.8889 High Similarity NPC229545
0.8889 High Similarity NPC219419
0.8889 High Similarity NPC11588
0.8889 High Similarity NPC248265
0.8889 High Similarity NPC134685
0.8859 High Similarity NPC472570
0.8859 High Similarity NPC57628
0.8859 High Similarity NPC475122
0.8859 High Similarity NPC25768
0.8859 High Similarity NPC95265
0.8859 High Similarity NPC11685
0.8859 High Similarity NPC95810
0.8859 High Similarity NPC70716
0.8859 High Similarity NPC125106
0.8859 High Similarity NPC472573
0.8859 High Similarity NPC470152
0.8859 High Similarity NPC163719
0.8859 High Similarity NPC472569
0.8859 High Similarity NPC188865
0.8859 High Similarity NPC475759
0.8859 High Similarity NPC241951
0.8859 High Similarity NPC476974
0.8831 High Similarity NPC259144
0.8831 High Similarity NPC155329
0.8831 High Similarity NPC114357
0.8816 High Similarity NPC91730
0.88 High Similarity NPC471107
0.88 High Similarity NPC471100
0.8797 High Similarity NPC150893
0.8797 High Similarity NPC329960
0.8797 High Similarity NPC295408
0.8792 High Similarity NPC163087
0.8792 High Similarity NPC477894
0.8784 High Similarity NPC213567
0.8758 High Similarity NPC477469
0.8758 High Similarity NPC477471
0.8758 High Similarity NPC477466
0.8758 High Similarity NPC477473
0.8758 High Similarity NPC197037
0.8733 High Similarity NPC470231
0.8718 High Similarity NPC469417
0.871 High Similarity NPC473632
0.871 High Similarity NPC473611
0.871 High Similarity NPC469730
0.871 High Similarity NPC132599
0.8696 High Similarity NPC102465
0.8684 High Similarity NPC217918
0.8679 High Similarity NPC66193
0.8675 High Similarity NPC301946
0.8675 High Similarity NPC277053
0.8667 High Similarity NPC246480
0.8667 High Similarity NPC139067
0.8667 High Similarity NPC191082
0.8667 High Similarity NPC475429
0.8667 High Similarity NPC473673
0.8667 High Similarity NPC270498
0.8667 High Similarity NPC177340
0.8667 High Similarity NPC147217
0.8662 High Similarity NPC469399
0.8658 High Similarity NPC87448
0.8658 High Similarity NPC97947
0.8658 High Similarity NPC16912
0.8658 High Similarity NPC224491
0.8658 High Similarity NPC291599
0.8658 High Similarity NPC118080
0.8658 High Similarity NPC472576
0.8658 High Similarity NPC41481
0.8658 High Similarity NPC27377
0.8654 High Similarity NPC11410
0.8625 High Similarity NPC471134
0.8625 High Similarity NPC471493
0.8618 High Similarity NPC474935
0.8618 High Similarity NPC473602
0.8609 High Similarity NPC80895
0.8609 High Similarity NPC51314
0.8609 High Similarity NPC67777
0.8609 High Similarity NPC471912
0.86 High Similarity NPC34012
0.86 High Similarity NPC472546
0.8591 High Similarity NPC476094
0.8591 High Similarity NPC48017
0.8591 High Similarity NPC200592
0.8591 High Similarity NPC147880
0.8591 High Similarity NPC43241
0.8591 High Similarity NPC473613
0.8591 High Similarity NPC473758
0.8591 High Similarity NPC211137
0.8591 High Similarity NPC473109
0.8591 High Similarity NPC171207
0.8591 High Similarity NPC473112
0.8591 High Similarity NPC100913
0.8591 High Similarity NPC472547
0.8591 High Similarity NPC97667
0.8591 High Similarity NPC4341
0.8591 High Similarity NPC473085
0.8591 High Similarity NPC275592
0.8591 High Similarity NPC90614
0.8591 High Similarity NPC473060
0.8591 High Similarity NPC473081
0.8591 High Similarity NPC184747
0.859 High Similarity NPC251139
0.858 High Similarity NPC469420
0.8571 High Similarity NPC61891
0.8571 High Similarity NPC477893
0.8571 High Similarity NPC477896
0.8544 High Similarity NPC472807
0.8543 High Similarity NPC91703
0.8523 High Similarity NPC475652
0.8523 High Similarity NPC214550
0.8523 High Similarity NPC210591
0.85 High Similarity NPC55744
0.8497 Intermediate Similarity NPC475552
0.8497 Intermediate Similarity NPC477737
0.8487 Intermediate Similarity NPC473677
0.8487 Intermediate Similarity NPC475404
0.8485 Intermediate Similarity NPC469421
0.8481 Intermediate Similarity NPC477735
0.8467 Intermediate Similarity NPC477904
0.8467 Intermediate Similarity NPC183270
0.8466 Intermediate Similarity NPC40138
0.8462 Intermediate Similarity NPC22571
0.8462 Intermediate Similarity NPC469648
0.8462 Intermediate Similarity NPC138641
0.8462 Intermediate Similarity NPC469647

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC469771 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
0.814 Intermediate Similarity NPD8434 Phase 2
0.8077 Intermediate Similarity NPD7236 Approved
0.8059 Intermediate Similarity NPD8368 Discontinued
0.8046 Intermediate Similarity NPD8361 Approved
0.8046 Intermediate Similarity NPD8435 Approved
0.8046 Intermediate Similarity NPD8360 Approved
0.8036 Intermediate Similarity NPD7799 Discontinued
0.7978 Intermediate Similarity NPD8485 Approved
0.7937 Intermediate Similarity NPD7239 Suspended
0.7919 Intermediate Similarity NPD8407 Phase 2
0.7845 Intermediate Similarity NPD8486 Clinical (unspecified phase)
0.7829 Intermediate Similarity NPD8150 Discontinued
0.7829 Intermediate Similarity NPD8424 Clinical (unspecified phase)
0.7753 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7674 Intermediate Similarity NPD8470 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7058 Phase 2
0.75 Intermediate Similarity NPD7057 Phase 3
0.7484 Intermediate Similarity NPD7966 Clinical (unspecified phase)
0.7472 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7458 Intermediate Similarity NPD8313 Approved
0.7458 Intermediate Similarity NPD8312 Approved
0.7394 Intermediate Similarity NPD8319 Approved
0.7394 Intermediate Similarity NPD8320 Phase 1
0.7391 Intermediate Similarity NPD8166 Discontinued
0.7381 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7353 Intermediate Similarity NPD7075 Discontinued
0.7351 Intermediate Similarity NPD7700 Phase 2
0.7351 Intermediate Similarity NPD7699 Phase 2
0.7349 Intermediate Similarity NPD7458 Discontinued
0.7348 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7346 Intermediate Similarity NPD6190 Approved
0.7308 Intermediate Similarity NPD7961 Discontinued
0.7305 Intermediate Similarity NPD6599 Discontinued
0.729 Intermediate Similarity NPD5952 Clinical (unspecified phase)
0.7288 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7284 Intermediate Similarity NPD4628 Phase 3
0.7283 Intermediate Similarity NPD6535 Approved
0.7283 Intermediate Similarity NPD6534 Approved
0.7278 Intermediate Similarity NPD7819 Suspended
0.7257 Intermediate Similarity NPD7473 Discontinued
0.7249 Intermediate Similarity NPD7435 Discontinued
0.7219 Intermediate Similarity NPD6801 Discontinued
0.7202 Intermediate Similarity NPD4380 Phase 2
0.72 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD6166 Phase 2
0.72 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7179 Intermediate Similarity NPD7008 Discontinued
0.7175 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD2629 Approved
0.7135 Intermediate Similarity NPD5402 Approved
0.7135 Intermediate Similarity NPD3817 Phase 2
0.7126 Intermediate Similarity NPD8127 Discontinued
0.712 Intermediate Similarity NPD7871 Phase 2
0.712 Intermediate Similarity NPD7870 Phase 2
0.7113 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7113 Intermediate Similarity NPD7874 Approved
0.711 Intermediate Similarity NPD5537 Clinical (unspecified phase)
0.7095 Intermediate Similarity NPD4198 Discontinued
0.7093 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.709 Intermediate Similarity NPD6780 Approved
0.709 Intermediate Similarity NPD6782 Approved
0.709 Intermediate Similarity NPD6781 Approved
0.709 Intermediate Similarity NPD6779 Approved
0.709 Intermediate Similarity NPD6778 Approved
0.709 Intermediate Similarity NPD6777 Approved
0.709 Intermediate Similarity NPD6776 Approved
0.7086 Intermediate Similarity NPD3787 Discontinued
0.7086 Intermediate Similarity NPD6232 Discontinued
0.7079 Intermediate Similarity NPD5844 Phase 1
0.7076 Intermediate Similarity NPD5761 Phase 2
0.7076 Intermediate Similarity NPD5760 Phase 2
0.7071 Intermediate Similarity NPD8404 Phase 2
0.7068 Intermediate Similarity NPD7697 Approved
0.7068 Intermediate Similarity NPD7696 Phase 3
0.7068 Intermediate Similarity NPD7698 Approved
0.7048 Intermediate Similarity NPD6799 Approved
0.7041 Intermediate Similarity NPD8462 Phase 1
0.7035 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7024 Intermediate Similarity NPD5403 Approved
0.7022 Intermediate Similarity NPD3751 Discontinued
0.7017 Intermediate Similarity NPD7808 Phase 3
0.701 Intermediate Similarity NPD7701 Phase 2
0.7006 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD5401 Approved
0.7006 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.699 Remote Similarity NPD7801 Approved
0.6974 Remote Similarity NPD8151 Discontinued
0.697 Remote Similarity NPD7003 Approved
0.6964 Remote Similarity NPD6273 Approved
0.6961 Remote Similarity NPD6764 Approved
0.6961 Remote Similarity NPD6765 Approved
0.6961 Remote Similarity NPD7251 Discontinued
0.6959 Remote Similarity NPD7411 Suspended
0.6954 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6944 Remote Similarity NPD7074 Phase 3
0.6941 Remote Similarity NPD3226 Approved
0.6932 Remote Similarity NPD6959 Discontinued
0.6923 Remote Similarity NPD4338 Clinical (unspecified phase)
0.6906 Remote Similarity NPD6797 Phase 2
0.6897 Remote Similarity NPD7768 Phase 2
0.689 Remote Similarity NPD7702 Clinical (unspecified phase)
0.6889 Remote Similarity NPD7054 Approved
0.6879 Remote Similarity NPD8455 Phase 2
0.6879 Remote Similarity NPD2393 Clinical (unspecified phase)
0.6875 Remote Similarity NPD5494 Approved
0.6868 Remote Similarity NPD6559 Discontinued
0.6868 Remote Similarity NPD7685 Pre-registration
0.6851 Remote Similarity NPD7472 Approved
0.6847 Remote Similarity NPD8155 Clinical (unspecified phase)
0.6845 Remote Similarity NPD7390 Discontinued
0.6842 Remote Similarity NPD7741 Discontinued
0.6833 Remote Similarity NPD7228 Approved
0.6833 Remote Similarity NPD3818 Discontinued
0.6821 Remote Similarity NPD1934 Approved
0.6821 Remote Similarity NPD37 Approved
0.6813 Remote Similarity NPD3764 Approved
0.6811 Remote Similarity NPD6784 Approved
0.6811 Remote Similarity NPD6785 Approved
0.6807 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6805 Remote Similarity NPD7410 Clinical (unspecified phase)
0.6805 Remote Similarity NPD4378 Clinical (unspecified phase)
0.6805 Remote Similarity NPD8389 Clinical (unspecified phase)
0.6805 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6804 Remote Similarity NPD7497 Discontinued
0.68 Remote Similarity NPD3882 Suspended
0.68 Remote Similarity NPD5951 Approved
0.68 Remote Similarity NPD4965 Approved
0.68 Remote Similarity NPD4967 Phase 2
0.68 Remote Similarity NPD4966 Approved
0.6788 Remote Similarity NPD2346 Discontinued
0.6772 Remote Similarity NPD6007 Clinical (unspecified phase)
0.6772 Remote Similarity NPD6212 Phase 3
0.6772 Remote Similarity NPD6214 Clinical (unspecified phase)
0.6772 Remote Similarity NPD6213 Phase 3
0.6753 Remote Similarity NPD6823 Phase 2
0.6753 Remote Similarity NPD3412 Clinical (unspecified phase)
0.6735 Remote Similarity NPD7211 Clinical (unspecified phase)
0.6727 Remote Similarity NPD5404 Approved
0.6727 Remote Similarity NPD5405 Approved
0.6727 Remote Similarity NPD5406 Approved
0.6727 Remote Similarity NPD5408 Approved
0.6723 Remote Similarity NPD6234 Discontinued
0.6706 Remote Similarity NPD2533 Approved
0.6706 Remote Similarity NPD2534 Approved
0.6706 Remote Similarity NPD2532 Approved
0.6687 Remote Similarity NPD230 Phase 1
0.6686 Remote Similarity NPD2801 Approved
0.6685 Remote Similarity NPD7240 Approved
0.6667 Remote Similarity NPD8090 Clinical (unspecified phase)
0.6667 Remote Similarity NPD3749 Approved
0.6667 Remote Similarity NPD2799 Discontinued
0.6647 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6645 Remote Similarity NPD5125 Phase 3
0.6645 Remote Similarity NPD5126 Approved
0.6645 Remote Similarity NPD7163 Clinical (unspecified phase)
0.6644 Remote Similarity NPD2181 Clinical (unspecified phase)
0.6629 Remote Similarity NPD919 Approved
0.6628 Remote Similarity NPD6980 Clinical (unspecified phase)
0.6627 Remote Similarity NPD2796 Approved
0.6622 Remote Similarity NPD2182 Approved
0.6606 Remote Similarity NPD7097 Phase 1
0.6605 Remote Similarity NPD2313 Discontinued
0.6603 Remote Similarity NPD8328 Phase 3
0.6598 Remote Similarity NPD8285 Discontinued
0.6591 Remote Similarity NPD1465 Phase 2
0.6587 Remote Similarity NPD7266 Discontinued
0.6587 Remote Similarity NPD2343 Clinical (unspecified phase)
0.6585 Remote Similarity NPD6355 Discontinued
0.6579 Remote Similarity NPD690 Clinical (unspecified phase)
0.6575 Remote Similarity NPD7184 Clinical (unspecified phase)
0.657 Remote Similarity NPD1512 Approved
0.6568 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6568 Remote Similarity NPD3750 Approved
0.6567 Remote Similarity NPD7783 Phase 2
0.6567 Remote Similarity NPD7782 Clinical (unspecified phase)
0.6566 Remote Similarity NPD1509 Clinical (unspecified phase)
0.6566 Remote Similarity NPD1510 Phase 2
0.6561 Remote Similarity NPD6287 Discontinued
0.6558 Remote Similarity NPD7610 Discontinued
0.6556 Remote Similarity NPD7199 Phase 2
0.6554 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6552 Remote Similarity NPD6591 Clinical (unspecified phase)
0.6548 Remote Similarity NPD970 Clinical (unspecified phase)
0.6548 Remote Similarity NPD1549 Phase 2
0.6543 Remote Similarity NPD7095 Approved
0.6533 Remote Similarity NPD4141 Clinical (unspecified phase)
0.6532 Remote Similarity NPD920 Approved
0.6531 Remote Similarity NPD5048 Discontinued
0.6529 Remote Similarity NPD7274 Clinical (unspecified phase)
0.6527 Remote Similarity NPD1551 Phase 2
0.6527 Remote Similarity NPD2935 Discontinued
0.6513 Remote Similarity NPD6010 Discontinued
0.651 Remote Similarity NPD6831 Clinical (unspecified phase)
0.6503 Remote Similarity NPD6798 Discontinued
0.65 Remote Similarity NPD1470 Approved
0.65 Remote Similarity NPD7319 Approved
0.6497 Remote Similarity NPD7457 Clinical (unspecified phase)
0.6491 Remote Similarity NPD3300 Phase 2
0.649 Remote Similarity NPD1609 Clinical (unspecified phase)
0.6488 Remote Similarity NPD1550 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   10078678
ChEMBL   CHEMBL117118
ZINC  

Physicochemical Properties

Molecular Weight:  736.27
ALogP:  -1.3585
MLogP:  4.21
XLogP:  6.41
# Rotatable Bonds:  22
Polar Surface Area:  206.1
# H-Bond Aceptor:  14
# H-Bond Donor:  2
# Rings:  5
# Heavy Atoms:  53

Download Data

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Structure MOL file  
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Biological Activities  
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