Natural Product: NPC110776

Natural Product ID:  NPC110776
Common Name:   (S)-5,7-Dihydroxy-8-Methyl-4-Oxo-2-Phenyl-Chroman-6-Carbaldehyde
IUPAC Name:   (2S)-5,7-dihydroxy-8-methyl-4-oxo-2-phenyl-2,3-dihydrochromene-6-carbaldehyde
Synonyms:  
Molecular Formula:   C17H14O5
Standard InCHIKey:  OPZHOLABNKMTHG-ZDUSSCGKSA-N
Standard InCHI:  InChI=1S/C17H14O5/c1-9-15(20)11(8-18)16(21)14-12(19)7-13(22-17(9)14)10-5-3-2-4-6-10/h2-6,8,13,20-21H,7H2,1H3/t13-/m0/s1
Canonical SMILES:  O=Cc1c(O)c(C)c2c(c1O)C(=O)C[C@H](O2)c1ccccc1
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
NPO33071 desmos spp. Species Annonaceae Eukaryota PMID[12729671]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Therapeutic index = 45.2 20346682
NPT759 Cell Line H9 Homo sapiens EC50 = 2.3 ug/ml 20346682
NPT759 Cell Line H9 Homo sapiens IC50 = 104 ug/ml 12699389

  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 NPC110776 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 NPC271590
0.9928 High Similarity NPC2416
0.9928 High Similarity NPC476153
0.9928 High Similarity NPC215885
0.9718 High Similarity NPC214493
0.9643 High Similarity NPC471621
0.964 High Similarity NPC213322
0.964 High Similarity NPC4743
0.964 High Similarity NPC312391
0.964 High Similarity NPC110038
0.964 High Similarity NPC248372
0.964 High Similarity NPC324386
0.9571 High Similarity NPC177354
0.9571 High Similarity NPC64915
0.9571 High Similarity NPC265040
0.9571 High Similarity NPC324436
0.9571 High Similarity NPC220998
0.9571 High Similarity NPC66515
0.9571 High Similarity NPC227579
0.9571 High Similarity NPC10937
0.9571 High Similarity NPC328164
0.9571 High Similarity NPC40833
0.9571 High Similarity NPC76372
0.9571 High Similarity NPC324134
0.9571 High Similarity NPC148757
0.9571 High Similarity NPC125855
0.9571 High Similarity NPC37496
0.9571 High Similarity NPC296917
0.9571 High Similarity NPC1089
0.9571 High Similarity NPC161506
0.9571 High Similarity NPC194432
0.9571 High Similarity NPC306829
0.9571 High Similarity NPC76338
0.9571 High Similarity NPC182852
0.9571 High Similarity NPC166934
0.9571 High Similarity NPC32739
0.9571 High Similarity NPC107572
0.9571 High Similarity NPC228504
0.9571 High Similarity NPC167624
0.9571 High Similarity NPC78
0.9571 High Similarity NPC166482
0.9571 High Similarity NPC223500
0.9504 High Similarity NPC85162
0.9504 High Similarity NPC223812
0.9504 High Similarity NPC164980
0.9504 High Similarity NPC125894
0.9504 High Similarity NPC91560
0.9504 High Similarity NPC316816
0.9504 High Similarity NPC478086
0.9504 High Similarity NPC185276
0.9504 High Similarity NPC278249
0.9504 High Similarity NPC175504
0.9504 High Similarity NPC75049
0.9504 High Similarity NPC107177
0.9504 High Similarity NPC68104
0.9504 High Similarity NPC214166
0.9504 High Similarity NPC77794
0.9504 High Similarity NPC221432
0.9504 High Similarity NPC149026
0.9504 High Similarity NPC81697
0.9504 High Similarity NPC169591
0.9504 High Similarity NPC257097
0.9504 High Similarity NPC150408
0.9504 High Similarity NPC39329
0.9504 High Similarity NPC310130
0.9504 High Similarity NPC143896
0.95 High Similarity NPC279650
0.95 High Similarity NPC22467
0.95 High Similarity NPC96408
0.95 High Similarity NPC156190
0.95 High Similarity NPC17170
0.95 High Similarity NPC258630
0.95 High Similarity NPC3188
0.95 High Similarity NPC166689
0.9496 High Similarity NPC20709
0.9496 High Similarity NPC274784
0.9496 High Similarity NPC222342
0.9496 High Similarity NPC265871
0.9496 High Similarity NPC150648
0.9496 High Similarity NPC225153
0.9496 High Similarity NPC329203
0.9496 High Similarity NPC310135
0.9437 High Similarity NPC131568
0.9437 High Similarity NPC235217
0.9437 High Similarity NPC209040
0.9437 High Similarity NPC473013
0.9437 High Similarity NPC473015
0.9437 High Similarity NPC473014
0.9437 High Similarity NPC131579
0.9437 High Similarity NPC197252
0.9437 High Similarity NPC236766
0.9429 High Similarity NPC188243
0.9429 High Similarity NPC6407
0.9429 High Similarity NPC110228
0.9371 High Similarity NPC127059
0.9371 High Similarity NPC312973
0.9371 High Similarity NPC88964
0.9371 High Similarity NPC470647
0.9371 High Similarity NPC142405
0.9371 High Similarity NPC470134
0.9371 High Similarity NPC54577
0.9371 High Similarity NPC475052
0.9371 High Similarity NPC83357
0.9371 High Similarity NPC473078
0.9371 High Similarity NPC246948
0.9371 High Similarity NPC67805
0.9371 High Similarity NPC109183
0.9371 High Similarity NPC301276
0.9371 High Similarity NPC470133
0.9371 High Similarity NPC470132
0.9371 High Similarity NPC111786
0.9371 High Similarity NPC195621
0.9371 High Similarity NPC20488
0.9371 High Similarity NPC472629
0.9371 High Similarity NPC267375
0.9371 High Similarity NPC176229
0.9371 High Similarity NPC470131
0.9371 High Similarity NPC285630
0.9371 High Similarity NPC228779
0.9371 High Similarity NPC214774
0.9357 High Similarity NPC53181
0.9357 High Similarity NPC18260
0.9357 High Similarity NPC140890
0.9357 High Similarity NPC78913
0.9357 High Similarity NPC217186
0.9353 High Similarity NPC13768
0.9353 High Similarity NPC295261
0.9353 High Similarity NPC12296
0.9353 High Similarity NPC287246
0.9353 High Similarity NPC79943
0.9353 High Similarity NPC32441
0.9353 High Similarity NPC107586
0.9353 High Similarity NPC243083
0.9353 High Similarity NPC296490
0.9306 High Similarity NPC472627
0.9306 High Similarity NPC300988
0.9306 High Similarity NPC10990
0.9306 High Similarity NPC283234
0.9306 High Similarity NPC110303
0.9306 High Similarity NPC296998
0.9306 High Similarity NPC23728
0.9306 High Similarity NPC473077
0.9301 High Similarity NPC319752
0.9301 High Similarity NPC271288
0.9301 High Similarity NPC470890
0.9301 High Similarity NPC470135
0.9301 High Similarity NPC39045
0.9301 High Similarity NPC87486
0.9301 High Similarity NPC470136
0.9301 High Similarity NPC124780
0.9296 High Similarity NPC266725
0.9296 High Similarity NPC147145
0.9291 High Similarity NPC129853
0.9291 High Similarity NPC241100
0.9291 High Similarity NPC69769
0.9291 High Similarity NPC76445
0.9291 High Similarity NPC159275
0.9291 High Similarity NPC284550
0.9286 High Similarity NPC329225
0.9286 High Similarity NPC472460
0.9286 High Similarity NPC280284
0.9286 High Similarity NPC99333
0.9286 High Similarity NPC201395
0.9286 High Similarity NPC118813
0.9286 High Similarity NPC147686
0.9286 High Similarity NPC471620
0.9286 High Similarity NPC188947
0.9241 High Similarity NPC160821
0.9241 High Similarity NPC161191
0.9241 High Similarity NPC132592
0.9236 High Similarity NPC24136
0.9236 High Similarity NPC290133
0.9236 High Similarity NPC187282
0.9236 High Similarity NPC474161
0.9236 High Similarity NPC82534
0.9236 High Similarity NPC476088
0.9231 High Similarity NPC106985
0.9231 High Similarity NPC166138
0.9231 High Similarity NPC18585
0.9225 High Similarity NPC282300
0.9225 High Similarity NPC110969
0.922 High Similarity NPC261234
0.922 High Similarity NPC216978
0.922 High Similarity NPC220062
0.922 High Similarity NPC96565
0.922 High Similarity NPC301217
0.922 High Similarity NPC303633
0.922 High Similarity NPC55018
0.9214 High Similarity NPC84585
0.9214 High Similarity NPC476480
0.9214 High Similarity NPC290291
0.9214 High Similarity NPC275055
0.9214 High Similarity NPC259685
0.9189 High Similarity NPC122365
0.9178 High Similarity NPC164205
0.9178 High Similarity NPC104236
0.9178 High Similarity NPC19238
0.9178 High Similarity NPC3642
0.9178 High Similarity NPC473016
0.9178 High Similarity NPC472628

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC110776 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
0.9353 High Similarity NPD1552 Clinical (unspecified phase)
0.9353 High Similarity NPD1550 Clinical (unspecified phase)
0.9286 High Similarity NPD1549 Phase 2
0.9128 High Similarity NPD8443 Clinical (unspecified phase)
0.9054 High Similarity NPD7411 Suspended
0.9034 High Similarity NPD4378 Clinical (unspecified phase)
0.8933 High Similarity NPD2393 Clinical (unspecified phase)
0.8904 High Similarity NPD7410 Clinical (unspecified phase)
0.8803 High Similarity NPD1510 Phase 2
0.8786 High Similarity NPD1240 Approved
0.8758 High Similarity NPD7075 Discontinued
0.8742 High Similarity NPD1934 Approved
0.8741 High Similarity NPD2796 Approved
0.8733 High Similarity NPD4380 Phase 2
0.8684 High Similarity NPD7096 Clinical (unspecified phase)
0.8662 High Similarity NPD1607 Approved
0.8562 High Similarity NPD7819 Suspended
0.8562 High Similarity NPD7421 Clinical (unspecified phase)
0.8544 High Similarity NPD7852 Clinical (unspecified phase)
0.8497 Intermediate Similarity NPD6801 Discontinued
0.8397 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.8356 Intermediate Similarity NPD1551 Phase 2
0.8354 Intermediate Similarity NPD6959 Discontinued
0.8333 Intermediate Similarity NPD6799 Approved
0.8333 Intermediate Similarity NPD1511 Approved
0.8311 Intermediate Similarity NPD2800 Approved
0.8272 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.8224 Intermediate Similarity NPD1512 Approved
0.8217 Intermediate Similarity NPD7768 Phase 2
0.8205 Intermediate Similarity NPD2801 Approved
0.8199 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8199 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8199 Intermediate Similarity NPD6166 Phase 2
0.817 Intermediate Similarity NPD920 Approved
0.8151 Intermediate Similarity NPD6651 Approved
0.8146 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.8133 Intermediate Similarity NPD3750 Approved
0.8129 Intermediate Similarity NPD6599 Discontinued
0.8125 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.8121 Intermediate Similarity NPD6559 Discontinued
0.8101 Intermediate Similarity NPD3882 Suspended
0.8063 Intermediate Similarity NPD5494 Approved
0.805 Intermediate Similarity NPD3749 Approved
0.8039 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD7074 Phase 3
0.7947 Intermediate Similarity NPD1243 Approved
0.7939 Intermediate Similarity NPD7054 Approved
0.7935 Intermediate Similarity NPD5403 Approved
0.7925 Intermediate Similarity NPD3817 Phase 2
0.7922 Intermediate Similarity NPD5401 Approved
0.7922 Intermediate Similarity NPD2533 Approved
0.7922 Intermediate Similarity NPD2532 Approved
0.7922 Intermediate Similarity NPD2534 Approved
0.7901 Intermediate Similarity NPD1247 Approved
0.7892 Intermediate Similarity NPD7472 Approved
0.7879 Intermediate Similarity NPD3818 Discontinued
0.7877 Intermediate Similarity NPD2313 Discontinued
0.7877 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7875 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7867 Intermediate Similarity NPD2935 Discontinued
0.7857 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7844 Intermediate Similarity NPD5953 Discontinued
0.7844 Intermediate Similarity NPD6797 Phase 2
0.7834 Intermediate Similarity NPD3226 Approved
0.7831 Intermediate Similarity NPD7286 Phase 2
0.7815 Intermediate Similarity NPD2344 Approved
0.78 Intermediate Similarity NPD2799 Discontinued
0.78 Intermediate Similarity NPD3748 Approved
0.7798 Intermediate Similarity NPD7251 Discontinued
0.7778 Intermediate Similarity NPD1203 Approved
0.7778 Intermediate Similarity NPD919 Approved
0.7778 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7755 Intermediate Similarity NPD3268 Approved
0.7751 Intermediate Similarity NPD7808 Phase 3
0.7746 Intermediate Similarity NPD1610 Phase 2
0.7744 Intermediate Similarity NPD6232 Discontinued
0.774 Intermediate Similarity NPD4908 Phase 1
0.7725 Intermediate Similarity NPD5844 Phase 1
0.7718 Intermediate Similarity NPD5124 Phase 1
0.7718 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7714 Intermediate Similarity NPD1548 Phase 1
0.7711 Intermediate Similarity NPD7473 Discontinued
0.7697 Intermediate Similarity NPD2346 Discontinued
0.7682 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7682 Intermediate Similarity NPD7033 Discontinued
0.7662 Intermediate Similarity NPD4628 Phase 3
0.7647 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7632 Intermediate Similarity NPD6099 Approved
0.7632 Intermediate Similarity NPD6100 Approved
0.7625 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7619 Intermediate Similarity NPD6832 Phase 2
0.7614 Intermediate Similarity NPD4360 Phase 2
0.7614 Intermediate Similarity NPD4363 Phase 3
0.7613 Intermediate Similarity NPD2309 Approved
0.7593 Intermediate Similarity NPD5402 Approved
0.7569 Intermediate Similarity NPD9717 Approved
0.7534 Intermediate Similarity NPD3267 Approved
0.7534 Intermediate Similarity NPD3266 Approved
0.7533 Intermediate Similarity NPD943 Approved
0.7516 Intermediate Similarity NPD5890 Approved
0.7516 Intermediate Similarity NPD5889 Approved
0.75 Intermediate Similarity NPD422 Phase 1
0.7468 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7466 Intermediate Similarity NPD3225 Approved
0.7436 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.743 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7427 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7425 Intermediate Similarity NPD5711 Approved
0.7425 Intermediate Similarity NPD5710 Approved
0.7417 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7417 Intermediate Similarity NPD1613 Approved
0.7415 Intermediate Similarity NPD2797 Approved
0.7405 Intermediate Similarity NPD7390 Discontinued
0.7403 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7374 Intermediate Similarity NPD4361 Phase 2
0.7374 Intermediate Similarity NPD4362 Clinical (unspecified phase)
0.7372 Intermediate Similarity NPD2654 Approved
0.7368 Intermediate Similarity NPD1729 Discontinued
0.7368 Intermediate Similarity NPD1933 Approved
0.7365 Intermediate Similarity NPD2798 Approved
0.7358 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7346 Intermediate Similarity NPD6585 Discontinued
0.7343 Intermediate Similarity NPD9545 Approved
0.7338 Intermediate Similarity NPD4308 Phase 3
0.7333 Intermediate Similarity NPD4625 Phase 3
0.7317 Intermediate Similarity NPD1465 Phase 2
0.7285 Intermediate Similarity NPD6798 Discontinued
0.7284 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7278 Intermediate Similarity NPD3926 Phase 2
0.7267 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7255 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7251 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7244 Intermediate Similarity NPD1471 Phase 3
0.7234 Intermediate Similarity NPD1241 Discontinued
0.7211 Intermediate Similarity NPD1608 Approved
0.7211 Intermediate Similarity NPD3972 Approved
0.7207 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7203 Intermediate Similarity NPD9493 Approved
0.72 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7191 Intermediate Similarity NPD4287 Approved
0.7184 Intermediate Similarity NPD6104 Discontinued
0.7178 Intermediate Similarity NPD7458 Discontinued
0.7175 Intermediate Similarity NPD8434 Phase 2
0.7171 Intermediate Similarity NPD1296 Phase 2
0.7169 Intermediate Similarity NPD4288 Approved
0.7166 Intermediate Similarity NPD7584 Approved
0.716 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7151 Intermediate Similarity NPD3751 Discontinued
0.7143 Intermediate Similarity NPD1201 Approved
0.7143 Intermediate Similarity NPD230 Phase 1
0.7133 Intermediate Similarity NPD1019 Discontinued
0.7118 Intermediate Similarity NPD7229 Phase 3
0.7108 Intermediate Similarity NPD5760 Phase 2
0.7108 Intermediate Similarity NPD5761 Phase 2
0.7103 Intermediate Similarity NPD1894 Discontinued
0.7102 Intermediate Similarity NPD8313 Approved
0.7102 Intermediate Similarity NPD8312 Approved
0.7089 Intermediate Similarity NPD2424 Discontinued
0.7086 Intermediate Similarity NPD2861 Phase 2
0.7081 Intermediate Similarity NPD7212 Phase 2
0.7081 Intermediate Similarity NPD7213 Phase 3
0.7078 Intermediate Similarity NPD4307 Phase 2
0.707 Intermediate Similarity NPD5405 Approved
0.707 Intermediate Similarity NPD5404 Approved
0.707 Intermediate Similarity NPD5406 Approved
0.707 Intermediate Similarity NPD5408 Approved
0.7067 Intermediate Similarity NPD1164 Approved
0.7067 Intermediate Similarity NPD1470 Approved
0.7066 Intermediate Similarity NPD2296 Approved
0.7059 Intermediate Similarity NPD3764 Approved
0.7059 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD411 Approved
0.7048 Intermediate Similarity NPD6844 Discontinued
0.7047 Intermediate Similarity NPD4749 Approved
0.7044 Intermediate Similarity NPD1652 Phase 2
0.7037 Intermediate Similarity NPD4661 Approved
0.7037 Intermediate Similarity NPD4662 Approved
0.7035 Intermediate Similarity NPD2403 Approved
0.7035 Intermediate Similarity NPD7784 Clinical (unspecified phase)
0.7032 Intermediate Similarity NPD6355 Discontinued
0.7032 Intermediate Similarity NPD447 Suspended
0.7025 Intermediate Similarity NPD6005 Phase 3
0.7025 Intermediate Similarity NPD6006 Clinical (unspecified phase)
0.7025 Intermediate Similarity NPD6004 Phase 3
0.7025 Intermediate Similarity NPD6003 Clinical (unspecified phase)
0.7025 Intermediate Similarity NPD6002 Phase 3
0.7018 Intermediate Similarity NPD3787 Discontinued
0.7018 Intermediate Similarity NPD6808 Phase 2
0.7013 Intermediate Similarity NPD6233 Phase 2
0.7007 Intermediate Similarity NPD17 Approved
0.7006 Intermediate Similarity NPD8455 Phase 2
0.7 Intermediate Similarity NPD7003 Approved
0.6994 Remote Similarity NPD5049 Phase 3
0.6993 Remote Similarity NPD3027 Phase 3
0.698 Remote Similarity NPD1481 Phase 2
0.6975 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6974 Remote Similarity NPD9494 Approved
0.6968 Remote Similarity NPD3142 Approved

Structure

External Identifiers

PubChem CID   503267
ChEMBL   CHEMBL53757
ZINC  

Physicochemical Properties

Molecular Weight:  298.08
ALogP:  -0.9045
MLogP:  2.78
XLogP:  3.114
# Rotatable Bonds:  5
Polar Surface Area:  83.83
# H-Bond Aceptor:  2
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  22

Download Data

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