Natural Product: NPC473585

Natural Product ID:  NPC473585
Common Name:   Ageline B
IUPAC Name:   [(4aS,5R,6S,8aR)-5-[(E)-5-(6-amino-9-methylpurin-9-ium-7-yl)-3-methylpent-3-enyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]methyl 1H-pyrrole-2-carboxylate;chloride
Synonyms:  
Molecular Formula:   C31H42N6O2.ClH
Standard InCHIKey:  RACHZHDKVSXFEB-FOJJAWQWSA-N
Standard InCHI:  InChI=1S/C31H42N6O2.ClH/c1-21(13-17-37-20-36(5)28-26(37)27(32)34-19-35-28)11-14-30(3)22(2)12-15-31(4)23(8-6-10-25(30)31)18-39-29(38)24-9-7-16-33-24;/h7-9,13,16,19-20,22,25H,6,10-12,14-15,17-18H2,1-5H3,(H2-,32,33,34,35,38);1H/b21-13+;/t22-,25-,30+,31-;/m0./s1
Canonical SMILES:  C/C(=CCn1c[n+](c2c1c(N)ncn2)C)/CC[C@]1(C)[C@@H](C)CC[C@@]2([C@H]1CCC=C2COC(=C1C=CC=N1)[O-])C.Cl
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
NPO11199 Agelas nakamurai Species Agelasidae Eukaryota Okinawan PMID[26083682]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 > 50000 nM 19110424
NPT178 Individual Protein Protein-tyrosine phosphatase 1B Homo sapiens IC50 > 24000 nM 25302529
NPT602 Organism Mycobacterium smegmatis Mycobacterium smegmatis IZ = 12 mm PubChem BioAssay data set
NPT2 Others Unspecified IC50 > 50000 nM 17562796
NPT602 Organism Mycobacterium smegmatis Mycobacterium smegmatis IZ = 9 mm 17261620

  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 NPC473585 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
0.9518 High Similarity NPC265111
0.825 Intermediate Similarity NPC476521
0.8242 Intermediate Similarity NPC472834
0.8187 Intermediate Similarity NPC476013
0.8187 Intermediate Similarity NPC476522
0.8187 Intermediate Similarity NPC474986
0.8075 Intermediate Similarity NPC476520
0.8012 Intermediate Similarity NPC476433
0.8012 Intermediate Similarity NPC476528
0.8 Intermediate Similarity NPC470266
0.7937 Intermediate Similarity NPC296437
0.7927 Intermediate Similarity NPC476408
0.7836 Intermediate Similarity NPC472832
0.7836 Intermediate Similarity NPC18308
0.7661 Intermediate Similarity NPC472833
0.7456 Intermediate Similarity NPC244700
0.7018 Intermediate Similarity NPC217656
0.6879 Remote Similarity NPC89139
0.6788 Remote Similarity NPC101676
0.6718 Remote Similarity NPC133782
0.6718 Remote Similarity NPC144474
0.6718 Remote Similarity NPC527
0.665 Remote Similarity NPC233431
0.665 Remote Similarity NPC300139
0.6649 Remote Similarity NPC477119
0.6633 Remote Similarity NPC313514
0.6447 Remote Similarity NPC477118
0.6414 Remote Similarity NPC477120
0.6396 Remote Similarity NPC160666
0.6373 Remote Similarity NPC317054
0.634 Remote Similarity NPC164845
0.6337 Remote Similarity NPC57279
0.6329 Remote Similarity NPC276373
0.6298 Remote Similarity NPC5802
0.6268 Remote Similarity NPC157821
0.623 Remote Similarity NPC150853
0.6205 Remote Similarity NPC313897
0.6203 Remote Similarity NPC239737
0.618 Remote Similarity NPC167285
0.6164 Remote Similarity NPC250178
0.6133 Remote Similarity NPC115595
0.6124 Remote Similarity NPC129756
0.6089 Remote Similarity NPC317821
0.6089 Remote Similarity NPC226184
0.6089 Remote Similarity NPC76544
0.6067 Remote Similarity NPC33996
0.6032 Remote Similarity NPC93365
0.6 Remote Similarity NPC161659
0.6 Remote Similarity NPC209525
0.599 Remote Similarity NPC24589
0.5934 Remote Similarity NPC314152
0.5934 Remote Similarity NPC229974
0.5924 Remote Similarity NPC189068
0.5917 Remote Similarity NPC242923
0.5902 Remote Similarity NPC78941
0.5902 Remote Similarity NPC282458
0.5892 Remote Similarity NPC309832
0.5892 Remote Similarity NPC219313
0.5887 Remote Similarity NPC158055
0.587 Remote Similarity NPC21448
0.587 Remote Similarity NPC156461
0.587 Remote Similarity NPC107374
0.585 Remote Similarity NPC189261
0.5842 Remote Similarity NPC469975
0.5841 Remote Similarity NPC130570
0.5838 Remote Similarity NPC290959
0.5838 Remote Similarity NPC164665
0.5829 Remote Similarity NPC136349
0.582 Remote Similarity NPC150447
0.5818 Remote Similarity NPC471603
0.5813 Remote Similarity NPC87981
0.5813 Remote Similarity NPC174114
0.5806 Remote Similarity NPC269827
0.5804 Remote Similarity NPC308906
0.5775 Remote Similarity NPC121222
0.5767 Remote Similarity NPC161224
0.5761 Remote Similarity NPC8590
0.5758 Remote Similarity NPC21461
0.5751 Remote Similarity NPC195140
0.5745 Remote Similarity NPC30540
0.574 Remote Similarity NPC472027
0.5737 Remote Similarity NPC207633
0.5737 Remote Similarity NPC328479
0.5735 Remote Similarity NPC280638
0.5728 Remote Similarity NPC265576
0.5721 Remote Similarity NPC473757
0.5714 Remote Similarity NPC323091
0.5708 Remote Similarity NPC71238
0.5707 Remote Similarity NPC302778
0.5707 Remote Similarity NPC212551
0.5706 Remote Similarity NPC476564
0.5701 Remote Similarity NPC54981
0.5696 Remote Similarity NPC107160
0.5684 Remote Similarity NPC185991
0.5684 Remote Similarity NPC85689
0.5684 Remote Similarity NPC211025
0.5677 Remote Similarity NPC174802
0.5674 Remote Similarity NPC104011
0.5661 Remote Similarity NPC472031
0.5661 Remote Similarity NPC472067
0.5661 Remote Similarity NPC472066
0.5654 Remote Similarity NPC472816
0.5654 Remote Similarity NPC321814
0.565 Remote Similarity NPC282247
0.5648 Remote Similarity NPC469308
0.5648 Remote Similarity NPC54537
0.5648 Remote Similarity NPC224076
0.5646 Remote Similarity NPC472289
0.5644 Remote Similarity NPC12100
0.5625 Remote Similarity NPC164952
0.5625 Remote Similarity NPC130586
0.5619 Remote Similarity NPC226245
0.5616 Remote Similarity NPC475288
0.5614 Remote Similarity NPC471506
0.5614 Remote Similarity NPC17305
0.5613 Remote Similarity NPC198673
0.5604 Remote Similarity NPC284678

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC473585 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
0.6686 Remote Similarity NPD171 Discontinued
0.6683 Remote Similarity NPD7323 Phase 2
0.6667 Remote Similarity NPD6619 Phase 3
0.6633 Remote Similarity NPD7138 Phase 2
0.663 Remote Similarity NPD516 Clinical (unspecified phase)
0.6621 Remote Similarity NPD8004 Discontinued
0.6591 Remote Similarity NPD7158 Phase 1
0.657 Remote Similarity NPD2450 Phase 2
0.657 Remote Similarity NPD2452 Phase 2
0.657 Remote Similarity NPD2451 Phase 2
0.657 Remote Similarity NPD2453 Phase 2
0.6557 Remote Similarity NPD5079 Phase 2
0.6553 Remote Similarity NPD2965 Clinical (unspecified phase)
0.655 Remote Similarity NPD3485 Clinical (unspecified phase)
0.6544 Remote Similarity NPD5703 Discontinued
0.6526 Remote Similarity NPD5080 Phase 2
0.6512 Remote Similarity NPD3590 Clinical (unspecified phase)
0.6505 Remote Similarity NPD2593 Clinical (unspecified phase)
0.65 Remote Similarity NPD7722 Suspended
0.6497 Remote Similarity NPD5684 Clinical (unspecified phase)
0.6497 Remote Similarity NPD5682 Phase 3
0.6497 Remote Similarity NPD5683 Clinical (unspecified phase)
0.6489 Remote Similarity NPD5269 Clinical (unspecified phase)
0.6459 Remote Similarity NPD4612 Discontinued
0.6422 Remote Similarity NPD6849 Phase 2
0.6422 Remote Similarity NPD6850 Phase 2
0.6414 Remote Similarity NPD3378 Clinical (unspecified phase)
0.6368 Remote Similarity NPD2647 Phase 3
0.6364 Remote Similarity NPD2876 Phase 3
0.6364 Remote Similarity NPD2877 Clinical (unspecified phase)
0.6348 Remote Similarity NPD4240 Approved
0.6316 Remote Similarity NPD7103 Approved
0.6313 Remote Similarity NPD4555 Clinical (unspecified phase)
0.6303 Remote Similarity NPD2824 Phase 2
0.63 Remote Similarity NPD3002 Clinical (unspecified phase)
0.6272 Remote Similarity NPD6992 Phase 2
0.6262 Remote Similarity NPD2903 Clinical (unspecified phase)
0.6262 Remote Similarity NPD2902 Phase 2
0.625 Remote Similarity NPD2591 Phase 2
0.6244 Remote Similarity NPD4990 Clinical (unspecified phase)
0.6244 Remote Similarity NPD7935 Phase 2
0.6244 Remote Similarity NPD5072 Discontinued
0.6244 Remote Similarity NPD7023 Clinical (unspecified phase)
0.623 Remote Similarity NPD1313 Approved
0.621 Remote Similarity NPD5827 Discontinued
0.6207 Remote Similarity NPD1058 Discontinued
0.6199 Remote Similarity NPD870 Clinical (unspecified phase)
0.6195 Remote Similarity NPD4306 Phase 1
0.619 Remote Similarity NPD4713 Clinical (unspecified phase)
0.619 Remote Similarity NPD4715 Clinical (unspecified phase)
0.619 Remote Similarity NPD34 Approved
0.619 Remote Similarity NPD4714 Approved
0.618 Remote Similarity NPD3696 Approved
0.618 Remote Similarity NPD3695 Approved
0.6175 Remote Similarity NPD6772 Clinical (unspecified phase)
0.6169 Remote Similarity NPD4902 Discontinued
0.6167 Remote Similarity NPD7502 Clinical (unspecified phase)
0.6147 Remote Similarity NPD7857 Phase 3
0.6147 Remote Similarity NPD7856 Phase 2
0.6146 Remote Similarity NPD8120 Approved
0.6146 Remote Similarity NPD1333 Phase 3
0.6146 Remote Similarity NPD8121 Phase 3
0.6143 Remote Similarity NPD6352 Phase 2
0.6143 Remote Similarity NPD5486 Discontinued
0.6142 Remote Similarity NPD1272 Clinical (unspecified phase)
0.6141 Remote Similarity NPD3708 Phase 2
0.6139 Remote Similarity NPD3501 Phase 2
0.6129 Remote Similarity NPD6528 Phase 1
0.6128 Remote Similarity NPD7850 Discontinued
0.6128 Remote Similarity NPD7851 Phase 1
0.6127 Remote Similarity NPD7709 Discontinued
0.6127 Remote Similarity NPD248 Discontinued
0.6111 Remote Similarity NPD2930 Clinical (unspecified phase)
0.6103 Remote Similarity NPD1567 Clinical (unspecified phase)
0.6098 Remote Similarity NPD3430 Approved
0.6098 Remote Similarity NPD3431 Approved
0.6098 Remote Similarity NPD4615 Phase 2
0.6095 Remote Similarity NPD4459 Clinical (unspecified phase)
0.6095 Remote Similarity NPD4458 Phase 2
0.6091 Remote Similarity NPD5843 Discontinued
0.6089 Remote Similarity NPD6721 Phase 1
0.6082 Remote Similarity NPD9408 Phase 3
0.608 Remote Similarity NPD5962 Phase 2
0.608 Remote Similarity NPD4763 Clinical (unspecified phase)
0.608 Remote Similarity NPD4716 Approved
0.6073 Remote Similarity NPD7423 Phase 2
0.607 Remote Similarity NPD2456 Phase 2
0.607 Remote Similarity NPD2457 Phase 2
0.6069 Remote Similarity NPD9633 Phase 3
0.6062 Remote Similarity NPD7988 Suspended
0.6056 Remote Similarity NPD5458 Discontinued
0.6055 Remote Similarity NPD7188 Phase 3
0.605 Remote Similarity NPD4744 Clinical (unspecified phase)
0.605 Remote Similarity NPD2526 Phase 2
0.605 Remote Similarity NPD2523 Phase 2
0.6047 Remote Similarity NPD6545 Clinical (unspecified phase)
0.6047 Remote Similarity NPD7409 Clinical (unspecified phase)
0.6043 Remote Similarity NPD3107 Discontinued
0.6042 Remote Similarity NPD1016 Phase 2
0.6042 Remote Similarity NPD1015 Phase 2
0.6032 Remote Similarity NPD546 Clinical (unspecified phase)
0.6032 Remote Similarity NPD5969 Clinical (unspecified phase)
0.6032 Remote Similarity NPD2646 Discontinued
0.6031 Remote Similarity NPD1215 Discontinued
0.603 Remote Similarity NPD3341 Clinical (unspecified phase)
0.6028 Remote Similarity NPD8410 Clinical (unspecified phase)
0.6027 Remote Similarity NPD6957 Approved
0.6027 Remote Similarity NPD3938 Phase 1
0.6027 Remote Similarity NPD6643 Discontinued
0.6027 Remote Similarity NPD6711 Approved
0.6027 Remote Similarity NPD6958 Approved
0.6019 Remote Similarity NPD4142 Discontinued
0.6017 Remote Similarity NPD4896 Clinical (unspecified phase)
0.601 Remote Similarity NPD5757 Discontinued
0.6009 Remote Similarity NPD7276 Approved
0.6009 Remote Similarity NPD7277 Approved
0.6009 Remote Similarity NPD5679 Clinical (unspecified phase)
0.6 Remote Similarity NPD5529 Phase 1
0.6 Remote Similarity NPD7471 Discontinued
0.6 Remote Similarity NPD193 Suspended
0.6 Remote Similarity NPD5508 Phase 1
0.6 Remote Similarity NPD2333 Discontinued
0.6 Remote Similarity NPD5528 Clinical (unspecified phase)
0.5991 Remote Similarity NPD6129 Phase 2
0.599 Remote Similarity NPD966 Clinical (unspecified phase)
0.599 Remote Similarity NPD6074 Clinical (unspecified phase)
0.5983 Remote Similarity NPD6572 Phase 2
0.5983 Remote Similarity NPD4440 Clinical (unspecified phase)
0.5983 Remote Similarity NPD6573 Phase 3
0.5981 Remote Similarity NPD6403 Clinical (unspecified phase)
0.5981 Remote Similarity NPD4023 Clinical (unspecified phase)
0.5973 Remote Similarity NPD6470 Phase 3
0.5972 Remote Similarity NPD6816 Phase 3
0.5971 Remote Similarity NPD3419 Clinical (unspecified phase)
0.5971 Remote Similarity NPD1286 Suspended
0.5969 Remote Similarity NPD2875 Clinical (unspecified phase)
0.5963 Remote Similarity NPD4352 Phase 1
0.596 Remote Similarity NPD7297 Phase 2
0.596 Remote Similarity NPD5666 Phase 2
0.5957 Remote Similarity NPD6970 Phase 2
0.5953 Remote Similarity NPD1197 Approved
0.5952 Remote Similarity NPD6468 Clinical (unspecified phase)
0.5952 Remote Similarity NPD6469 Phase 3
0.5952 Remote Similarity NPD3287 Clinical (unspecified phase)
0.5951 Remote Similarity NPD7504 Discontinued
0.5948 Remote Similarity NPD3849 Clinical (unspecified phase)
0.5934 Remote Similarity NPD185 Approved
0.5931 Remote Similarity NPD3913 Clinical (unspecified phase)
0.5929 Remote Similarity NPD7050 Clinical (unspecified phase)
0.5929 Remote Similarity NPD7051 Phase 3
0.5929 Remote Similarity NPD1273 Discontinued
0.5928 Remote Similarity NPD8258 Clinical (unspecified phase)
0.5928 Remote Similarity NPD8257 Approved
0.5928 Remote Similarity NPD8256 Approved
0.5926 Remote Similarity NPD6520 Phase 3
0.5926 Remote Similarity NPD6521 Phase 3
0.5919 Remote Similarity NPD6856 Discontinued
0.5919 Remote Similarity NPD5884 Clinical (unspecified phase)
0.5917 Remote Similarity NPD3265 Phase 1
0.5915 Remote Similarity NPD2807 Discontinued
0.5909 Remote Similarity NPD5996 Clinical (unspecified phase)
0.5907 Remote Similarity NPD8250 Phase 2
0.59 Remote Similarity NPD7111 Discontinued
0.59 Remote Similarity NPD3041 Approved
0.5899 Remote Similarity NPD3860 Discontinued
0.5897 Remote Similarity NPD705 Clinical (unspecified phase)
0.5896 Remote Similarity NPD5584 Clinical (unspecified phase)
0.5895 Remote Similarity NPD3906 Approved
0.5891 Remote Similarity NPD4649 Clinical (unspecified phase)
0.589 Remote Similarity NPD8458 Clinical (unspecified phase)
0.589 Remote Similarity NPD6202 Discontinued
0.5888 Remote Similarity NPD2364 Suspended
0.5887 Remote Similarity NPD6840 Approved
0.5882 Remote Similarity NPD4568 Phase 2
0.5882 Remote Similarity NPD7397 Approved
0.5882 Remote Similarity NPD7398 Approved
0.588 Remote Similarity NPD7445 Phase 1
0.5877 Remote Similarity NPD5885 Approved
0.5876 Remote Similarity NPD2480 Clinical (unspecified phase)
0.5874 Remote Similarity NPD8105 Discontinued
0.5872 Remote Similarity NPD3014 Clinical (unspecified phase)
0.5872 Remote Similarity NPD3013 Phase 3
0.5872 Remote Similarity NPD6192 Phase 3
0.5871 Remote Similarity NPD3432 Approved
0.587 Remote Similarity NPD250 Approved
0.587 Remote Similarity NPD249 Approved
0.587 Remote Similarity NPD166 Approved
0.5869 Remote Similarity NPD3831 Approved
0.5869 Remote Similarity NPD6307 Clinical (unspecified phase)
0.5867 Remote Similarity NPD4213 Clinical (unspecified phase)
0.5867 Remote Similarity NPD6794 Approved
0.5864 Remote Similarity NPD3405 Phase 3
0.5864 Remote Similarity NPD2624 Phase 2
0.5864 Remote Similarity NPD8488 Clinical (unspecified phase)
0.5861 Remote Similarity NPD5116 Phase 1
0.586 Remote Similarity NPD1915 Phase 1
0.5857 Remote Similarity NPD3362 Clinical (unspecified phase)
0.5856 Remote Similarity NPD5465 Phase 2
0.5856 Remote Similarity NPD4893 Phase 3
0.5854 Remote Similarity NPD7757 Approved

Structure

External Identifiers

PubChem CID   10325639
ChEMBL   CHEMBL446524
ZINC  

Physicochemical Properties

Molecular Weight:  530.34
ALogP:  0.0412
MLogP:  3.99
XLogP:  6.476
# Rotatable Bonds:  15
Polar Surface Area:  105.26
# H-Bond Aceptor:  7
# H-Bond Donor:  1
# Rings:  5
# Heavy Atoms:  39

Download Data

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Biological Activities  
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