Natural Product: NPC161191

Natural Product ID:  NPC161191
Common Name:   (2S)-5-Hydroxy-2-(7-Methoxy-2,2-Dimethylchromen-6-Yl)-6,8,8-Trimethyl-2,3-Dihydropyrano[2,3-H]Chromen-4-One
IUPAC Name:   (2S)-5-hydroxy-2-(7-methoxy-2,2-dimethylchromen-6-yl)-6,8,8-trimethyl-2,3-dihydropyrano[2,3-h]chromen-4-one
Synonyms:  
Molecular Formula:   C27H28O6
Standard InCHIKey:  KGHCSILZCRZWKU-NRFANRHFSA-N
Standard InCHI:  InChI=1S/C27H28O6/c1-14-23(29)22-18(28)12-21(31-25(22)16-8-10-27(4,5)33-24(14)16)17-11-15-7-9-26(2,3)32-19(15)13-20(17)30-6/h7-11,13,21,29H,12H2,1-6H3/t21-/m0/s1
Canonical SMILES:  COc1cc2OC(C)(C)C=Cc2cc1[C@@H]1CC(=O)c2c(O1)c1C=CC(Oc1c(c2O)C)(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
NPO8311 Lespedeza virgata Species Fabaceae Eukaryota PMID[17890083]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Activity = 95.79 % 18579374
NPT2 Others Unspecified IC50 = 140 ug/ml 18579374

  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 NPC161191 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
0.9859 High Similarity NPC189087
0.9859 High Similarity NPC321623
0.9858 High Similarity NPC20488
0.9858 High Similarity NPC195621
0.9858 High Similarity NPC214774
0.9858 High Similarity NPC111786
0.9858 High Similarity NPC176229
0.9858 High Similarity NPC54577
0.9858 High Similarity NPC267375
0.9858 High Similarity NPC88964
0.9858 High Similarity NPC312973
0.9858 High Similarity NPC83357
0.9858 High Similarity NPC470647
0.9858 High Similarity NPC475052
0.9858 High Similarity NPC67805
0.9858 High Similarity NPC246948
0.9858 High Similarity NPC301276
0.9858 High Similarity NPC142405
0.9789 High Similarity NPC296998
0.9789 High Similarity NPC473077
0.9789 High Similarity NPC110303
0.9789 High Similarity NPC23728
0.9789 High Similarity NPC283234
0.9787 High Similarity NPC319752
0.972 High Similarity NPC132592
0.972 High Similarity NPC160821
0.9718 High Similarity NPC476088
0.9718 High Similarity NPC474161
0.9716 High Similarity NPC316816
0.9716 High Similarity NPC214166
0.9716 High Similarity NPC478086
0.9653 High Similarity NPC5173
0.965 High Similarity NPC24673
0.965 High Similarity NPC201731
0.965 High Similarity NPC104406
0.965 High Similarity NPC97716
0.965 High Similarity NPC237635
0.965 High Similarity NPC79469
0.9648 High Similarity NPC209040
0.9648 High Similarity NPC131579
0.9648 High Similarity NPC131568
0.9645 High Similarity NPC37496
0.9645 High Similarity NPC10937
0.9645 High Similarity NPC324436
0.9645 High Similarity NPC228504
0.9645 High Similarity NPC293852
0.9645 High Similarity NPC328164
0.9645 High Similarity NPC227579
0.9645 High Similarity NPC214236
0.9645 High Similarity NPC1089
0.9645 High Similarity NPC265040
0.9645 High Similarity NPC299080
0.9645 High Similarity NPC223500
0.9645 High Similarity NPC161506
0.9645 High Similarity NPC40833
0.9645 High Similarity NPC296917
0.9645 High Similarity NPC166934
0.9645 High Similarity NPC32739
0.9645 High Similarity NPC182852
0.9645 High Similarity NPC64915
0.9645 High Similarity NPC78
0.9645 High Similarity NPC66515
0.9645 High Similarity NPC166482
0.9645 High Similarity NPC76372
0.9645 High Similarity NPC78803
0.9645 High Similarity NPC59739
0.9645 High Similarity NPC148757
0.9645 High Similarity NPC107572
0.9645 High Similarity NPC62840
0.9645 High Similarity NPC306829
0.9645 High Similarity NPC194432
0.9645 High Similarity NPC324134
0.9645 High Similarity NPC177354
0.9645 High Similarity NPC76338
0.9645 High Similarity NPC220998
0.9645 High Similarity NPC125855
0.9645 High Similarity NPC167624
0.9645 High Similarity NPC217083
0.9586 High Similarity NPC472633
0.9583 High Similarity NPC6511
0.9583 High Similarity NPC266572
0.958 High Similarity NPC109183
0.958 High Similarity NPC470132
0.958 High Similarity NPC127059
0.958 High Similarity NPC470131
0.958 High Similarity NPC285630
0.958 High Similarity NPC473078
0.958 High Similarity NPC470133
0.958 High Similarity NPC470134
0.9577 High Similarity NPC68104
0.9577 High Similarity NPC81697
0.9577 High Similarity NPC175504
0.9577 High Similarity NPC38219
0.9577 High Similarity NPC143896
0.9577 High Similarity NPC257097
0.9577 High Similarity NPC85162
0.9577 High Similarity NPC150408
0.9577 High Similarity NPC221432
0.9577 High Similarity NPC59522
0.9577 High Similarity NPC278249
0.9577 High Similarity NPC91560
0.9577 High Similarity NPC223812
0.9577 High Similarity NPC164980
0.9577 High Similarity NPC75049
0.9577 High Similarity NPC39329
0.9577 High Similarity NPC149026
0.9577 High Similarity NPC185276
0.9577 High Similarity NPC125894
0.9577 High Similarity NPC310130
0.9577 High Similarity NPC107177
0.9577 High Similarity NPC169591
0.9577 High Similarity NPC77794
0.9577 High Similarity NPC219915
0.9574 High Similarity NPC96408
0.9574 High Similarity NPC4743
0.9574 High Similarity NPC156190
0.9574 High Similarity NPC279650
0.9574 High Similarity NPC324386
0.9574 High Similarity NPC312391
0.9574 High Similarity NPC248372
0.9574 High Similarity NPC213322
0.9574 High Similarity NPC166689
0.9574 High Similarity NPC110038
0.9574 High Similarity NPC52576
0.9574 High Similarity NPC258630
0.9574 High Similarity NPC17170
0.9517 High Similarity NPC3642
0.9517 High Similarity NPC164205
0.9517 High Similarity NPC473016
0.9517 High Similarity NPC104236
0.9514 High Similarity NPC472627
0.951 High Similarity NPC39045
0.951 High Similarity NPC470136
0.951 High Similarity NPC236766
0.951 High Similarity NPC473013
0.951 High Similarity NPC473015
0.951 High Similarity NPC470135
0.951 High Similarity NPC473014
0.951 High Similarity NPC197252
0.951 High Similarity NPC235217
0.9507 High Similarity NPC226636
0.9507 High Similarity NPC11561
0.9507 High Similarity NPC147145
0.9504 High Similarity NPC110228
0.9504 High Similarity NPC241100
0.9504 High Similarity NPC6407
0.9504 High Similarity NPC188243
0.9504 High Similarity NPC159275
0.9504 High Similarity NPC150522
0.9452 High Similarity NPC471115
0.9452 High Similarity NPC29777
0.9452 High Similarity NPC188403
0.9448 High Similarity NPC122894
0.9448 High Similarity NPC296869
0.9448 High Similarity NPC244407
0.9444 High Similarity NPC228779
0.9444 High Similarity NPC472629
0.9441 High Similarity NPC166138
0.9441 High Similarity NPC18585
0.9441 High Similarity NPC106985
0.9437 High Similarity NPC110969
0.9437 High Similarity NPC156590
0.9437 High Similarity NPC103362
0.9437 High Similarity NPC205006
0.9437 High Similarity NPC118840
0.9437 High Similarity NPC147688
0.9437 High Similarity NPC3188
0.9437 High Similarity NPC64908
0.9437 High Similarity NPC282300
0.9433 High Similarity NPC140890
0.9433 High Similarity NPC18260
0.9433 High Similarity NPC23257
0.9433 High Similarity NPC265871
0.9433 High Similarity NPC274784
0.9433 High Similarity NPC96565
0.9433 High Similarity NPC329203
0.9433 High Similarity NPC220062
0.9433 High Similarity NPC222342
0.9433 High Similarity NPC78913
0.9433 High Similarity NPC53181
0.9433 High Similarity NPC55018
0.9433 High Similarity NPC216978
0.9433 High Similarity NPC310135
0.9433 High Similarity NPC225153
0.9433 High Similarity NPC301217
0.9433 High Similarity NPC20709
0.9433 High Similarity NPC150648
0.9433 High Similarity NPC303633
0.9433 High Similarity NPC217186
0.9392 High Similarity NPC223701
0.9392 High Similarity NPC472583
0.9392 High Similarity NPC311579
0.9392 High Similarity NPC236756
0.9392 High Similarity NPC7989
0.9388 High Similarity NPC325429
0.9384 High Similarity NPC19238
0.9384 High Similarity NPC472628
0.9379 High Similarity NPC166757
0.9379 High Similarity NPC14001
0.9379 High Similarity NPC10990

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC161191 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
0.9291 High Similarity NPD1550 Clinical (unspecified phase)
0.9291 High Similarity NPD1552 Clinical (unspecified phase)
0.9241 High Similarity NPD7410 Clinical (unspecified phase)
0.9241 High Similarity NPD4378 Clinical (unspecified phase)
0.9225 High Similarity NPD1549 Phase 2
0.9073 High Similarity NPD8443 Clinical (unspecified phase)
0.906 High Similarity NPD4380 Phase 2
0.9007 High Similarity NPD2393 Clinical (unspecified phase)
0.9 High Similarity NPD7411 Suspended
0.8951 High Similarity NPD2796 Approved
0.8881 High Similarity NPD1510 Phase 2
0.8831 High Similarity NPD7075 Discontinued
0.8758 High Similarity NPD7096 Clinical (unspecified phase)
0.8732 High Similarity NPD1240 Approved
0.871 High Similarity NPD4381 Clinical (unspecified phase)
0.8693 High Similarity NPD6801 Discontinued
0.8693 High Similarity NPD1934 Approved
0.8688 High Similarity NPD7804 Clinical (unspecified phase)
0.8662 High Similarity NPD6959 Discontinued
0.8636 High Similarity NPD7819 Suspended
0.8616 High Similarity NPD7852 Clinical (unspecified phase)
0.8611 High Similarity NPD1607 Approved
0.85 High Similarity NPD6166 Phase 2
0.85 High Similarity NPD6168 Clinical (unspecified phase)
0.85 High Similarity NPD6167 Clinical (unspecified phase)
0.8411 Intermediate Similarity NPD1511 Approved
0.8411 Intermediate Similarity NPD6799 Approved
0.8408 Intermediate Similarity NPD7768 Phase 2
0.8397 Intermediate Similarity NPD2801 Approved
0.8389 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.8366 Intermediate Similarity NPD5403 Approved
0.8344 Intermediate Similarity NPD7054 Approved
0.8333 Intermediate Similarity NPD3750 Approved
0.8301 Intermediate Similarity NPD1512 Approved
0.8293 Intermediate Similarity NPD7472 Approved
0.8293 Intermediate Similarity NPD7074 Phase 3
0.825 Intermediate Similarity NPD5494 Approved
0.8242 Intermediate Similarity NPD6797 Phase 2
0.8239 Intermediate Similarity NPD3749 Approved
0.8235 Intermediate Similarity NPD5401 Approved
0.8207 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.8205 Intermediate Similarity NPD6599 Discontinued
0.8193 Intermediate Similarity NPD7251 Discontinued
0.8176 Intermediate Similarity NPD3882 Suspended
0.8163 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.8163 Intermediate Similarity NPD5124 Phase 1
0.8146 Intermediate Similarity NPD2800 Approved
0.8144 Intermediate Similarity NPD7808 Phase 3
0.8113 Intermediate Similarity NPD3817 Phase 2
0.8108 Intermediate Similarity NPD6651 Approved
0.8082 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.8079 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.8067 Intermediate Similarity NPD1551 Phase 2
0.8063 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.8061 Intermediate Similarity NPD3818 Discontinued
0.8036 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.8026 Intermediate Similarity NPD1243 Approved
0.8013 Intermediate Similarity NPD920 Approved
0.8 Intermediate Similarity NPD3748 Approved
0.8 Intermediate Similarity NPD5402 Approved
0.8 Intermediate Similarity NPD7033 Discontinued
0.7987 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7976 Intermediate Similarity NPD6559 Discontinued
0.7958 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7947 Intermediate Similarity NPD2935 Discontinued
0.7945 Intermediate Similarity NPD4908 Phase 1
0.7929 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7917 Intermediate Similarity NPD5953 Discontinued
0.7904 Intermediate Similarity NPD5844 Phase 1
0.7904 Intermediate Similarity NPD7286 Phase 2
0.7886 Intermediate Similarity NPD4363 Phase 3
0.7886 Intermediate Similarity NPD4360 Phase 2
0.7885 Intermediate Similarity NPD2532 Approved
0.7885 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7885 Intermediate Similarity NPD2534 Approved
0.7885 Intermediate Similarity NPD2533 Approved
0.7881 Intermediate Similarity NPD2799 Discontinued
0.7857 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7838 Intermediate Similarity NPD2313 Discontinued
0.7829 Intermediate Similarity NPD6099 Approved
0.7829 Intermediate Similarity NPD6100 Approved
0.7818 Intermediate Similarity NPD6232 Discontinued
0.7801 Intermediate Similarity NPD1548 Phase 1
0.7784 Intermediate Similarity NPD7473 Discontinued
0.7778 Intermediate Similarity NPD2344 Approved
0.7742 Intermediate Similarity NPD4628 Phase 3
0.774 Intermediate Similarity NPD1203 Approved
0.7718 Intermediate Similarity NPD3268 Approved
0.7708 Intermediate Similarity NPD1610 Phase 2
0.7707 Intermediate Similarity NPD7390 Discontinued
0.7706 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7703 Intermediate Similarity NPD6832 Phase 2
0.7702 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7697 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7671 Intermediate Similarity NPD3225 Approved
0.7647 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7636 Intermediate Similarity NPD919 Approved
0.7628 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7619 Intermediate Similarity NPD2797 Approved
0.7586 Intermediate Similarity NPD422 Phase 1
0.758 Intermediate Similarity NPD2309 Approved
0.7578 Intermediate Similarity NPD3226 Approved
0.7571 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7568 Intermediate Similarity NPD2798 Approved
0.7548 Intermediate Similarity NPD2346 Discontinued
0.7547 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7545 Intermediate Similarity NPD1247 Approved
0.7542 Intermediate Similarity NPD4361 Phase 2
0.7542 Intermediate Similarity NPD4362 Clinical (unspecified phase)
0.7534 Intermediate Similarity NPD9717 Approved
0.7533 Intermediate Similarity NPD4625 Phase 3
0.7532 Intermediate Similarity NPD4308 Phase 3
0.7514 Intermediate Similarity NPD7584 Approved
0.75 Intermediate Similarity NPD943 Approved
0.7485 Intermediate Similarity NPD5890 Approved
0.7485 Intermediate Similarity NPD5889 Approved
0.7484 Intermediate Similarity NPD7212 Phase 2
0.7484 Intermediate Similarity NPD7213 Phase 3
0.7469 Intermediate Similarity NPD7458 Discontinued
0.7469 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7452 Intermediate Similarity NPD2654 Approved
0.7442 Intermediate Similarity NPD1729 Discontinued
0.7427 Intermediate Similarity NPD3751 Discontinued
0.7423 Intermediate Similarity NPD6585 Discontinued
0.7412 Intermediate Similarity NPD7784 Clinical (unspecified phase)
0.7396 Intermediate Similarity NPD3787 Discontinued
0.7396 Intermediate Similarity NPD5711 Approved
0.7396 Intermediate Similarity NPD5710 Approved
0.7394 Intermediate Similarity NPD1465 Phase 2
0.7386 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7386 Intermediate Similarity NPD1613 Approved
0.7383 Intermediate Similarity NPD3267 Approved
0.7383 Intermediate Similarity NPD3266 Approved
0.7371 Intermediate Similarity NPD8313 Approved
0.7371 Intermediate Similarity NPD8312 Approved
0.7368 Intermediate Similarity NPD6798 Discontinued
0.7353 Intermediate Similarity NPD3926 Phase 2
0.7349 Intermediate Similarity NPD4288 Approved
0.7338 Intermediate Similarity NPD1933 Approved
0.7333 Intermediate Similarity NPD6844 Discontinued
0.7329 Intermediate Similarity NPD7447 Phase 1
0.731 Intermediate Similarity NPD9545 Approved
0.7297 Intermediate Similarity NPD3972 Approved
0.7296 Intermediate Similarity NPD7003 Approved
0.7289 Intermediate Similarity NPD8455 Phase 2
0.7283 Intermediate Similarity NPD6779 Approved
0.7283 Intermediate Similarity NPD6780 Approved
0.7283 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7283 Intermediate Similarity NPD6778 Approved
0.7283 Intermediate Similarity NPD6777 Approved
0.7283 Intermediate Similarity NPD6776 Approved
0.7283 Intermediate Similarity NPD6781 Approved
0.7283 Intermediate Similarity NPD6782 Approved
0.7278 Intermediate Similarity NPD2424 Discontinued
0.7273 Intermediate Similarity NPD4307 Phase 2
0.7263 Intermediate Similarity NPD4287 Approved
0.7257 Intermediate Similarity NPD6104 Discontinued
0.7255 Intermediate Similarity NPD1296 Phase 2
0.7255 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7248 Intermediate Similarity NPD4749 Approved
0.7239 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7237 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7233 Intermediate Similarity NPD1652 Phase 2
0.7229 Intermediate Similarity NPD7577 Discontinued
0.7226 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7225 Intermediate Similarity NPD5940 Clinical (unspecified phase)
0.7203 Intermediate Similarity NPD1241 Discontinued
0.7193 Intermediate Similarity NPD7229 Phase 3
0.7181 Intermediate Similarity NPD1608 Approved
0.7172 Intermediate Similarity NPD9493 Approved
0.7171 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7171 Intermediate Similarity NPD2861 Phase 2
0.7167 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7166 Intermediate Similarity NPD7698 Approved
0.7166 Intermediate Similarity NPD7696 Phase 3
0.7166 Intermediate Similarity NPD7697 Approved
0.7166 Intermediate Similarity NPD7435 Discontinued
0.7152 Intermediate Similarity NPD5404 Approved
0.7152 Intermediate Similarity NPD5406 Approved
0.7152 Intermediate Similarity NPD5405 Approved
0.7152 Intermediate Similarity NPD5408 Approved
0.7151 Intermediate Similarity NPD8150 Discontinued
0.7143 Intermediate Similarity NPD3887 Approved
0.7143 Intermediate Similarity NPD3295 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD3764 Approved
0.7134 Intermediate Similarity NPD7097 Phase 1
0.7128 Intermediate Similarity NPD7870 Phase 2
0.7128 Intermediate Similarity NPD7871 Phase 2
0.7126 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7117 Intermediate Similarity NPD4661 Approved
0.7117 Intermediate Similarity NPD4662 Approved
0.7115 Intermediate Similarity NPD230 Phase 1
0.7115 Intermediate Similarity NPD6355 Discontinued
0.7114 Intermediate Similarity NPD1201 Approved
0.7107 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7105 Intermediate Similarity NPD1019 Discontinued
0.7105 Intermediate Similarity NPD7585 Approved
0.7102 Intermediate Similarity NPD3823 Discontinued
0.7097 Intermediate Similarity NPD6233 Phase 2
0.7083 Intermediate Similarity NPD5760 Phase 2

Structure

External Identifiers

PubChem CID   44444183
ChEMBL   CHEMBL427885
ZINC  

Physicochemical Properties

Molecular Weight:  448.19
ALogP:  1.512
MLogP:  3.77
XLogP:  3.365
# Rotatable Bonds:  9
Polar Surface Area:  74.22
# H-Bond Aceptor:  1
# H-Bond Donor:  1
# Rings:  5
# Heavy Atoms:  33

Download Data

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