Natural Product: NPC476326

Natural Product ID:  NPC476326
Common Name:   Alstiphyllanine A
IUPAC Name:  
Synonyms:  
Molecular Formula:   C24H28N2O5
Standard InCHIKey:  LJZSPOANDHXTKX-NLRBGIHJSA-N
Standard InCHI:  InChI=1S/C24H28N2O5/c1-5-14-12-26(29)18-10-16(14)24(22(28)30-4)19(26)11-23(21(24)31-13(2)27)15-8-6-7-9-17(15)25(3)20(18)23/h5-9,16,18-21H,10-12H2,1-4H3/b14-5+/t16-,18-,19-,20+,21-,23+,24+,26?/m0/s1
Canonical SMILES:  C/C=C/1CN2(=O)[C@H]3C[C@@H]1[C@]1([C@@H]2C[C@]2([C@@H]1OC(=O)C)[C@@H]3N(C)c1c2cccc1)C(=O)OC
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
NPO19678 Alstonia macrophylla Species Apocynaceae Eukaryota PMID[19191551]
NPO19678 Alstonia macrophylla Species Apocynaceae Eukaryota Leaves Purwodadi Botanical Garden, Indonesia PMID[20189404]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT177 Tissue Aorta Rattus norvegicus Activity = 70 % 24893224
NPT640 Individual Protein Sodium/glucose cotransporter 1 Homo sapiens Inhibition = 5.3 % 15456272
NPT165 Cell Line HeLa Homo sapiens IC50 > 25 ug/ml 26003344
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 6.85 ug/ml 17060532
NPT641 Individual Protein Sodium/glucose cotransporter 2 Homo sapiens Inhibition = 38.5 % 15711537

  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 NPC476326 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
0.9691 High Similarity NPC476428
0.9563 High Similarity NPC476425
0.9207 High Similarity NPC476441
0.883 High Similarity NPC472209
0.875 High Similarity NPC478076
0.84 Intermediate Similarity NPC469460
0.8313 Intermediate Similarity NPC469461
0.7976 Intermediate Similarity NPC29285
0.7759 Intermediate Similarity NPC472115
0.7759 Intermediate Similarity NPC472114
0.7753 Intermediate Similarity NPC260075
0.7714 Intermediate Similarity NPC469462
0.7688 Intermediate Similarity NPC176983
0.7616 Intermediate Similarity NPC113946
0.76 Intermediate Similarity NPC472106
0.7529 Intermediate Similarity NPC225319
0.7486 Intermediate Similarity NPC286871
0.7463 Intermediate Similarity NPC476436
0.7444 Intermediate Similarity NPC329338
0.7444 Intermediate Similarity NPC13367
0.7444 Intermediate Similarity NPC469726
0.7399 Intermediate Similarity NPC161827
0.7389 Intermediate Similarity NPC214626
0.7389 Intermediate Similarity NPC139085
0.7389 Intermediate Similarity NPC251212
0.7386 Intermediate Similarity NPC282339
0.7386 Intermediate Similarity NPC99632
0.7358 Intermediate Similarity NPC475489
0.733 Intermediate Similarity NPC143457
0.7314 Intermediate Similarity NPC211525
0.7314 Intermediate Similarity NPC153694
0.7312 Intermediate Similarity NPC52262
0.7303 Intermediate Similarity NPC470069
0.7303 Intermediate Similarity NPC52059
0.7299 Intermediate Similarity NPC473297
0.7297 Intermediate Similarity NPC477159
0.7288 Intermediate Similarity NPC472120
0.7288 Intermediate Similarity NPC472101
0.7286 Intermediate Similarity NPC476429
0.7273 Intermediate Similarity NPC263709
0.7273 Intermediate Similarity NPC63210
0.7273 Intermediate Similarity NPC310403
0.7273 Intermediate Similarity NPC97380
0.7273 Intermediate Similarity NPC148468
0.7273 Intermediate Similarity NPC243673
0.7213 Intermediate Similarity NPC264482
0.7213 Intermediate Similarity NPC203202
0.7202 Intermediate Similarity NPC90967
0.7202 Intermediate Similarity NPC475559
0.7198 Intermediate Similarity NPC181138
0.7198 Intermediate Similarity NPC210415
0.7198 Intermediate Similarity NPC276993
0.7198 Intermediate Similarity NPC21752
0.7198 Intermediate Similarity NPC298851
0.7198 Intermediate Similarity NPC293255
0.7188 Intermediate Similarity NPC34717
0.7181 Intermediate Similarity NPC282092
0.7175 Intermediate Similarity NPC193410
0.7174 Intermediate Similarity NPC186669
0.7165 Intermediate Similarity NPC52557
0.7158 Intermediate Similarity NPC105055
0.7158 Intermediate Similarity NPC473298
0.7158 Intermediate Similarity NPC22689
0.7143 Intermediate Similarity NPC181928
0.7143 Intermediate Similarity NPC21425
0.7143 Intermediate Similarity NPC14994
0.7135 Intermediate Similarity NPC6974
0.7135 Intermediate Similarity NPC248117
0.7135 Intermediate Similarity NPC474058
0.7128 Intermediate Similarity NPC79062
0.7128 Intermediate Similarity NPC472107
0.7127 Intermediate Similarity NPC223595
0.7127 Intermediate Similarity NPC224970
0.7127 Intermediate Similarity NPC167724
0.7119 Intermediate Similarity NPC61013
0.7112 Intermediate Similarity NPC159963
0.7104 Intermediate Similarity NPC96901
0.7098 Intermediate Similarity NPC221687
0.7074 Intermediate Similarity NPC472119
0.7072 Intermediate Similarity NPC214960
0.7072 Intermediate Similarity NPC279527
0.7043 Intermediate Similarity NPC99043
0.7043 Intermediate Similarity NPC218594
0.7035 Intermediate Similarity NPC475847
0.7035 Intermediate Similarity NPC185742
0.7031 Intermediate Similarity NPC25401
0.7026 Intermediate Similarity NPC302548
0.7026 Intermediate Similarity NPC162440
0.7 Intermediate Similarity NPC472117
0.7 Intermediate Similarity NPC293458
0.6995 Remote Similarity NPC473004
0.6984 Remote Similarity NPC245741
0.6984 Remote Similarity NPC97584
0.6983 Remote Similarity NPC36495
0.6974 Remote Similarity NPC97100
0.6974 Remote Similarity NPC473375
0.6966 Remote Similarity NPC469536
0.6944 Remote Similarity NPC309531
0.6944 Remote Similarity NPC472102
0.6927 Remote Similarity NPC123241
0.6927 Remote Similarity NPC284706
0.6923 Remote Similarity NPC474121
0.6919 Remote Similarity NPC138830
0.6919 Remote Similarity NPC285622
0.6906 Remote Similarity NPC472121
0.6902 Remote Similarity NPC472118
0.6897 Remote Similarity NPC472100
0.6884 Remote Similarity NPC471512
0.6868 Remote Similarity NPC313757
0.6856 Remote Similarity NPC472097
0.6853 Remote Similarity NPC469736
0.6851 Remote Similarity NPC201424
0.6842 Remote Similarity NPC143533
0.6842 Remote Similarity NPC472104
0.6837 Remote Similarity NPC230313
0.6836 Remote Similarity NPC475763
0.6834 Remote Similarity NPC67904
0.6813 Remote Similarity NPC85651
0.6789 Remote Similarity NPC475962
0.6788 Remote Similarity NPC472323
0.6782 Remote Similarity NPC329833
0.6766 Remote Similarity NPC162730
0.6753 Remote Similarity NPC175474
0.6751 Remote Similarity NPC57994
0.6751 Remote Similarity NPC289299
0.675 Remote Similarity NPC249150
0.675 Remote Similarity NPC49196
0.675 Remote Similarity NPC195461
0.675 Remote Similarity NPC81654
0.675 Remote Similarity NPC313985
0.675 Remote Similarity NPC79129
0.6739 Remote Similarity NPC471124
0.6736 Remote Similarity NPC66210
0.6733 Remote Similarity NPC477179
0.6719 Remote Similarity NPC258480
0.6718 Remote Similarity NPC473008
0.6718 Remote Similarity NPC473569
0.6717 Remote Similarity NPC245916
0.6716 Remote Similarity NPC469732
0.6703 Remote Similarity NPC471122
0.6703 Remote Similarity NPC278887
0.67 Remote Similarity NPC254850
0.67 Remote Similarity NPC477178
0.67 Remote Similarity NPC477181
0.67 Remote Similarity NPC477180
0.6684 Remote Similarity NPC321211
0.6683 Remote Similarity NPC471950
0.6683 Remote Similarity NPC474116
0.6683 Remote Similarity NPC471945
0.6683 Remote Similarity NPC473006
0.6667 Remote Similarity NPC477158
0.6667 Remote Similarity NPC82541
0.6667 Remote Similarity NPC471123
0.6667 Remote Similarity NPC477174
0.6667 Remote Similarity NPC470490
0.6667 Remote Similarity NPC243626
0.6667 Remote Similarity NPC477173
0.665 Remote Similarity NPC55493
0.665 Remote Similarity NPC471951
0.665 Remote Similarity NPC471946
0.665 Remote Similarity NPC50503
0.6649 Remote Similarity NPC15840
0.6648 Remote Similarity NPC243756
0.6634 Remote Similarity NPC470488
0.6633 Remote Similarity NPC472116
0.6631 Remote Similarity NPC469915
0.6619 Remote Similarity NPC234772
0.6618 Remote Similarity NPC470489
0.6618 Remote Similarity NPC191817
0.6618 Remote Similarity NPC475359
0.6602 Remote Similarity NPC475259
0.6598 Remote Similarity NPC473007
0.6598 Remote Similarity NPC259626
0.6595 Remote Similarity NPC469541
0.6592 Remote Similarity NPC318086
0.6585 Remote Similarity NPC277350
0.6584 Remote Similarity NPC214428
0.6576 Remote Similarity NPC315368
0.6573 Remote Similarity NPC212799
0.6566 Remote Similarity NPC472113
0.6562 Remote Similarity NPC11149
0.6559 Remote Similarity NPC475420
0.6555 Remote Similarity NPC127996
0.6555 Remote Similarity NPC159815
0.6548 Remote Similarity NPC5630
0.6548 Remote Similarity NPC472112
0.6546 Remote Similarity NPC2933
0.6534 Remote Similarity NPC469537
0.6532 Remote Similarity NPC281104
0.653 Remote Similarity NPC473781
0.653 Remote Similarity NPC35390
0.653 Remote Similarity NPC470631
0.6526 Remote Similarity NPC288110
0.652 Remote Similarity NPC137589
0.652 Remote Similarity NPC473005
0.652 Remote Similarity NPC1464
0.652 Remote Similarity NPC471436
0.6515 Remote Similarity NPC203628
0.6515 Remote Similarity NPC22476
0.6513 Remote Similarity NPC322621

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC476326 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
0.8072 Intermediate Similarity NPD4121 Phase 3
0.8072 Intermediate Similarity NPD4120 Approved
0.8024 Intermediate Similarity NPD5742 Approved
0.8024 Intermediate Similarity NPD5743 Approved
0.8024 Intermediate Similarity NPD5741 Approved
0.6836 Remote Similarity NPD7606 Phase 3
0.6782 Remote Similarity NPD7487 Discontinued
0.6751 Remote Similarity NPD4602 Approved
0.675 Remote Similarity NPD4601 Approved
0.675 Remote Similarity NPD4600 Approved
0.6746 Remote Similarity NPD5182 Approved
0.6746 Remote Similarity NPD5184 Approved
0.6746 Remote Similarity NPD5185 Approved
0.6723 Remote Similarity NPD4682 Phase 2
0.6667 Remote Similarity NPD7478 Approved
0.6648 Remote Similarity NPD5715 Clinical (unspecified phase)
0.6612 Remote Similarity NPD7599 Phase 2
0.6576 Remote Similarity NPD7600 Phase 2
0.6532 Remote Similarity NPD2569 Approved
0.6532 Remote Similarity NPD2567 Approved
0.6526 Remote Similarity NPD3422 Phase 3
0.6526 Remote Similarity NPD3423 Phase 2
0.6502 Remote Similarity NPD4500 Approved
0.6502 Remote Similarity NPD4501 Approved
0.6485 Remote Similarity NPD2611 Approved
0.6485 Remote Similarity NPD4217 Approved
0.6485 Remote Similarity NPD4216 Approved
0.6485 Remote Similarity NPD4218 Approved
0.6485 Remote Similarity NPD3132 Approved
0.6485 Remote Similarity NPD2610 Approved
0.6485 Remote Similarity NPD3131 Approved
0.6485 Remote Similarity NPD2609 Approved
0.6485 Remote Similarity NPD2608 Approved
0.6485 Remote Similarity NPD4215 Approved
0.6485 Remote Similarity NPD2612 Approved
0.6465 Remote Similarity NPD4499 Approved
0.6453 Remote Similarity NPD6661 Clinical (unspecified phase)
0.6442 Remote Similarity NPD2994 Approved
0.6432 Remote Similarity NPD7114 Clinical (unspecified phase)
0.6422 Remote Similarity NPD6805 Discontinued
0.641 Remote Similarity NPD8281 Discontinued
0.6387 Remote Similarity NPD5997 Discontinued
0.6387 Remote Similarity NPD3377 Discontinued
0.6386 Remote Similarity NPD4775 Clinical (unspecified phase)
0.6383 Remote Similarity NPD7035 Approved
0.6383 Remote Similarity NPD7036 Phase 3
0.638 Remote Similarity NPD2115 Approved
0.638 Remote Similarity NPD2116 Approved
0.638 Remote Similarity NPD2117 Pre-registration
0.6369 Remote Similarity NPD5931 Phase 3
0.6369 Remote Similarity NPD7295 Approved
0.6369 Remote Similarity NPD5933 Phase 3
0.6369 Remote Similarity NPD5932 Phase 3
0.6364 Remote Similarity NPD8103 Clinical (unspecified phase)
0.6354 Remote Similarity NPD5942 Approved
0.6354 Remote Similarity NPD5941 Approved
0.6343 Remote Similarity NPD2670 Approved
0.6333 Remote Similarity NPD4520 Approved
0.6327 Remote Similarity NPD8658 Clinical (unspecified phase)
0.6327 Remote Similarity NPD7962 Phase 2
0.6325 Remote Similarity NPD2946 Phase 2
0.6316 Remote Similarity NPD2613 Approved
0.631 Remote Similarity NPD2506 Approved
0.6303 Remote Similarity NPD3032 Approved
0.6303 Remote Similarity NPD3031 Approved
0.6303 Remote Similarity NPD3030 Approved
0.6283 Remote Similarity NPD3376 Clinical (unspecified phase)
0.628 Remote Similarity NPD5721 Clinical (unspecified phase)
0.6273 Remote Similarity NPD2607 Approved
0.6271 Remote Similarity NPD5068 Clinical (unspecified phase)
0.6263 Remote Similarity NPD8003 Clinical (unspecified phase)
0.6263 Remote Similarity NPD8002 Clinical (unspecified phase)
0.6257 Remote Similarity NPD7082 Approved
0.625 Remote Similarity NPD2948 Discontinued
0.6243 Remote Similarity NPD4041 Approved
0.6237 Remote Similarity NPD7105 Phase 1
0.6236 Remote Similarity NPD3625 Discontinued
0.6224 Remote Similarity NPD6878 Phase 2
0.6224 Remote Similarity NPD4329 Approved
0.6224 Remote Similarity NPD4330 Approved
0.6224 Remote Similarity NPD6879 Phase 2
0.6222 Remote Similarity NPD7259 Approved
0.6207 Remote Similarity NPD2571 Approved
0.6207 Remote Similarity NPD3614 Approved
0.6207 Remote Similarity NPD2573 Approved
0.6207 Remote Similarity NPD4745 Approved
0.6207 Remote Similarity NPD3615 Approved
0.6207 Remote Similarity NPD3616 Approved
0.6207 Remote Similarity NPD2566 Approved
0.6207 Remote Similarity NPD2572 Clinical (unspecified phase)
0.6207 Remote Similarity NPD4746 Phase 3
0.6207 Remote Similarity NPD2574 Discontinued
0.6207 Remote Similarity NPD3089 Approved
0.6207 Remote Similarity NPD2570 Approved
0.6207 Remote Similarity NPD3088 Approved
0.6207 Remote Similarity NPD3087 Approved
0.6207 Remote Similarity NPD3090 Approved
0.6195 Remote Similarity NPD3828 Approved
0.6186 Remote Similarity NPD7940 Phase 3
0.6173 Remote Similarity NPD7881 Approved
0.6172 Remote Similarity NPD7205 Discontinued
0.617 Remote Similarity NPD2427 Approved
0.6167 Remote Similarity NPD2820 Phase 3
0.6166 Remote Similarity NPD5727 Clinical (unspecified phase)
0.6165 Remote Similarity NPD4987 Clinical (unspecified phase)
0.6163 Remote Similarity NPD766 Clinical (unspecified phase)
0.6162 Remote Similarity NPD3399 Approved
0.6154 Remote Similarity NPD6416 Phase 2
0.6154 Remote Similarity NPD6238 Discontinued
0.6146 Remote Similarity NPD2037 Approved
0.6138 Remote Similarity NPD7244 Discontinued
0.6136 Remote Similarity NPD4684 Phase 3
0.6136 Remote Similarity NPD4685 Phase 3
0.6136 Remote Similarity NPD4686 Approved
0.6133 Remote Similarity NPD2435 Approved
0.6124 Remote Similarity NPD3170 Approved
0.6122 Remote Similarity NPD3792 Approved
0.6122 Remote Similarity NPD5312 Approved
0.6122 Remote Similarity NPD5313 Approved
0.612 Remote Similarity NPD1802 Approved
0.612 Remote Similarity NPD1801 Approved
0.6114 Remote Similarity NPD7634 Clinical (unspecified phase)
0.6111 Remote Similarity NPD3470 Approved
0.6111 Remote Similarity NPD6566 Discontinued
0.6111 Remote Similarity NPD3471 Approved
0.6111 Remote Similarity NPD2365 Approved
0.6108 Remote Similarity NPD5504 Discontinued
0.6095 Remote Similarity NPD7064 Clinical (unspecified phase)
0.6091 Remote Similarity NPD2869 Clinical (unspecified phase)
0.6087 Remote Similarity NPD53 Approved
0.6087 Remote Similarity NPD7528 Approved
0.6087 Remote Similarity NPD7777 Approved
0.6087 Remote Similarity NPD4397 Phase 1
0.6087 Remote Similarity NPD7778 Approved
0.6083 Remote Similarity NPD3394 Approved
0.6083 Remote Similarity NPD3393 Approved
0.6083 Remote Similarity NPD3389 Approved
0.6082 Remote Similarity NPD2431 Approved
0.6082 Remote Similarity NPD2432 Approved
0.6077 Remote Similarity NPD5024 Approved
0.6073 Remote Similarity NPD7734 Approved
0.6073 Remote Similarity NPD6770 Approved
0.6071 Remote Similarity NPD8022 Clinical (unspecified phase)
0.6064 Remote Similarity NPD6571 Approved
0.6064 Remote Similarity NPD6570 Approved
0.6062 Remote Similarity NPD2454 Approved
0.6062 Remote Similarity NPD2455 Approved
0.6062 Remote Similarity NPD6457 Approved
0.6056 Remote Similarity NPD8027 Approved
0.6054 Remote Similarity NPD2737 Clinical (unspecified phase)
0.6053 Remote Similarity NPD7275 Approved
0.6045 Remote Similarity NPD1071 Clinical (unspecified phase)
0.6045 Remote Similarity NPD3437 Discontinued
0.6044 Remote Similarity NPD5918 Discontinued
0.6042 Remote Similarity NPD5430 Discontinued
0.6038 Remote Similarity NPD4901 Clinical (unspecified phase)
0.6034 Remote Similarity NPD4365 Phase 2
0.6034 Remote Similarity NPD3648 Clinical (unspecified phase)
0.6028 Remote Similarity NPD4506 Discontinued
0.6024 Remote Similarity NPD4576 Approved
0.6024 Remote Similarity NPD4574 Approved
0.6024 Remote Similarity NPD6069 Approved
0.6024 Remote Similarity NPD6070 Approved
0.602 Remote Similarity NPD5466 Approved
0.602 Remote Similarity NPD6021 Clinical (unspecified phase)
0.602 Remote Similarity NPD6316 Clinical (unspecified phase)
0.6012 Remote Similarity NPD5993 Phase 1
0.6011 Remote Similarity NPD5725 Approved
0.601 Remote Similarity NPD6608 Clinical (unspecified phase)
0.601 Remote Similarity NPD5620 Clinical (unspecified phase)
0.601 Remote Similarity NPD4334 Discontinued
0.601 Remote Similarity NPD3782 Discontinued
0.6 Remote Similarity NPD5294 Clinical (unspecified phase)
0.6 Remote Similarity NPD4766 Approved
0.6 Remote Similarity NPD7168 Phase 3
0.6 Remote Similarity NPD5629 Discontinued
0.599 Remote Similarity NPD2083 Clinical (unspecified phase)
0.599 Remote Similarity NPD8270 Approved
0.5988 Remote Similarity NPD1752 Approved
0.5988 Remote Similarity NPD1756 Approved
0.5981 Remote Similarity NPD2906 Approved
0.5981 Remote Similarity NPD2907 Approved
0.5979 Remote Similarity NPD7126 Discontinued
0.5979 Remote Similarity NPD1663 Discontinued
0.5979 Remote Similarity NPD2404 Discontinued
0.5972 Remote Similarity NPD7595 Discontinued
0.5968 Remote Similarity NPD1405 Approved
0.5964 Remote Similarity NPD3912 Discontinued
0.5962 Remote Similarity NPD5003 Discontinued
0.596 Remote Similarity NPD5600 Discontinued
0.5959 Remote Similarity NPD7591 Clinical (unspecified phase)
0.5956 Remote Similarity NPD7488 Clinical (unspecified phase)
0.5956 Remote Similarity NPD2387 Approved
0.595 Remote Similarity NPD7149 Clinical (unspecified phase)
0.5947 Remote Similarity NPD8630 Approved
0.5946 Remote Similarity NPD7794 Clinical (unspecified phase)
0.5941 Remote Similarity NPD5075 Discontinued
0.5939 Remote Similarity NPD5919 Clinical (unspecified phase)
0.5932 Remote Similarity NPD6740 Clinical (unspecified phase)
0.593 Remote Similarity NPD7775 Approved

Structure

External Identifiers

PubChem CID   45268837
ChEMBL   CHEMBL564606
ZINC  

Physicochemical Properties

Molecular Weight:  424.20
ALogP:  
MLogP:  3.33
XLogP:  
# Rotatable Bonds:  8
Polar Surface Area:  72.91
# H-Bond Aceptor:  5
# H-Bond Donor:  0
# Rings:  4
# Heavy Atoms:  31

Download Data

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