Natural Product: NPC177644

Natural Product ID:  NPC177644
Common Name:   (2S,3S)-2-(3,4-Methylenedioxybenzyl)-3-(5-Methoxy-3,4-Methylenedioxybenzyl)Butyrolactone
IUPAC Name:   (3S,4S)-3-(1,3-benzodioxol-5-ylmethyl)-4-[(7-methoxy-1,3-benzodioxol-5-yl)methyl]oxolan-2-one
Synonyms:  
Molecular Formula:   C21H20O7
Standard InCHIKey:  GBQHDHMFTXPYAM-CABCVRRESA-N
Standard InCHI:  InChI=1S/C21H20O7/c1-23-18-7-13(8-19-20(18)28-11-27-19)4-14-9-24-21(22)15(14)5-12-2-3-16-17(6-12)26-10-25-16/h2-3,6-8,14-15H,4-5,9-11H2,1H3/t14-,15+/m1/s1
Canonical SMILES:  COc1cc(C[C@@H]2COC(=O)[C@H]2Cc2ccc3c(c2)OCO3)cc2c1OCO2
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
NPO17040 Peperomia duclouxii Species Piperaceae Eukaryota PMID[16499322]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Activity = 67 % 17150358
NPT2 Others Unspecified Activity = 96 % 12502331
NPT65 Cell Line HepG2 Homo sapiens IC50 > 260000 nM 10924160
NPT1475 Cell Line WI-38 VA13 Homo sapiens IC50 > 260000 nM 19296616
NPT2 Others Unspecified Activity = 70 % 19441852
NPT2 Others Unspecified Activity = 91 % 19585998
NPT2 Others Unspecified Activity = 102 % 19585998
NPT2 Others Unspecified Activity = 74 % 19585998

  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 NPC177644 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 NPC191158
0.9854 High Similarity NPC218841
0.9854 High Similarity NPC92693
0.9853 High Similarity NPC176586
0.9853 High Similarity NPC210354
0.9712 High Similarity NPC193779
0.9708 High Similarity NPC151423
0.9708 High Similarity NPC40237
0.9568 High Similarity NPC475000
0.9507 High Similarity NPC177476
0.9507 High Similarity NPC262455
0.9496 High Similarity NPC474288
0.9412 High Similarity NPC211386
0.9375 High Similarity NPC164082
0.9371 High Similarity NPC145569
0.9371 High Similarity NPC216223
0.9366 High Similarity NPC65574
0.9366 High Similarity NPC304687
0.9366 High Similarity NPC80230
0.9366 High Similarity NPC101755
0.9366 High Similarity NPC104024
0.9338 High Similarity NPC110958
0.9338 High Similarity NPC19890
0.927 High Similarity NPC72796
0.927 High Similarity NPC44245
0.9265 High Similarity NPC205915
0.9236 High Similarity NPC474965
0.9236 High Similarity NPC174512
0.9236 High Similarity NPC477695
0.9236 High Similarity NPC293757
0.9236 High Similarity NPC477698
0.9236 High Similarity NPC668
0.9225 High Similarity NPC474158
0.9203 High Similarity NPC11453
0.9178 High Similarity NPC56184
0.9172 High Similarity NPC149505
0.9161 High Similarity NPC3982
0.913 High Similarity NPC189474
0.9118 High Similarity NPC192255
0.911 High Similarity NPC13985
0.911 High Similarity NPC303519
0.911 High Similarity NPC477700
0.911 High Similarity NPC210642
0.9065 High Similarity NPC102260
0.9065 High Similarity NPC143895
0.9065 High Similarity NPC230968
0.9058 High Similarity NPC31530
0.9048 High Similarity NPC477699
0.9034 High Similarity NPC40654
0.9034 High Similarity NPC262804
0.9021 High Similarity NPC166884
0.9021 High Similarity NPC141569
0.9021 High Similarity NPC477701
0.9007 High Similarity NPC96593
0.9007 High Similarity NPC470637
0.9 High Similarity NPC14022
0.8993 High Similarity NPC49235
0.8993 High Similarity NPC25333
0.8993 High Similarity NPC148893
0.8986 High Similarity NPC136750
0.8986 High Similarity NPC266848
0.898 High Similarity NPC474975
0.898 High Similarity NPC32079
0.8951 High Similarity NPC106920
0.8951 High Similarity NPC273657
0.8947 High Similarity NPC288149
0.8944 High Similarity NPC246474
0.8944 High Similarity NPC218092
0.8944 High Similarity NPC162851
0.8929 High Similarity NPC209229
0.8926 High Similarity NPC136757
0.8926 High Similarity NPC273578
0.8926 High Similarity NPC178195
0.8926 High Similarity NPC103197
0.8926 High Similarity NPC30009
0.8926 High Similarity NPC348849
0.8913 High Similarity NPC72046
0.8913 High Similarity NPC65183
0.8913 High Similarity NPC261812
0.8881 High Similarity NPC287124
0.8841 High Similarity NPC227160
0.8841 High Similarity NPC82111
0.8824 High Similarity NPC223807
0.8819 High Similarity NPC477697
0.8819 High Similarity NPC470811
0.8819 High Similarity NPC477696
0.8811 High Similarity NPC312199
0.8811 High Similarity NPC282291
0.8811 High Similarity NPC166137
0.8808 High Similarity NPC237946
0.8808 High Similarity NPC473900
0.8808 High Similarity NPC32373
0.8803 High Similarity NPC113550
0.8768 High Similarity NPC233224
0.8768 High Similarity NPC271208
0.8759 High Similarity NPC18211
0.875 High Similarity NPC115281
0.875 High Similarity NPC163527
0.875 High Similarity NPC19947
0.875 High Similarity NPC207584
0.875 High Similarity NPC181168
0.8742 High Similarity NPC234730
0.8742 High Similarity NPC186316
0.8742 High Similarity NPC254163
0.8741 High Similarity NPC56091
0.8741 High Similarity NPC46591
0.8732 High Similarity NPC185908
0.8716 High Similarity NPC125570
0.8699 High Similarity NPC477702
0.8696 High Similarity NPC476748
0.869 High Similarity NPC255566
0.869 High Similarity NPC298317
0.8662 High Similarity NPC121651
0.8658 High Similarity NPC475170
0.8643 High Similarity NPC171928
0.8643 High Similarity NPC100223
0.8643 High Similarity NPC16830
0.8643 High Similarity NPC158526
0.8643 High Similarity NPC129687
0.8643 High Similarity NPC7744
0.8643 High Similarity NPC33611
0.8639 High Similarity NPC87295
0.8639 High Similarity NPC321958
0.8639 High Similarity NPC321696
0.8639 High Similarity NPC212890
0.8636 High Similarity NPC268718
0.8636 High Similarity NPC150943
0.8636 High Similarity NPC91634
0.8636 High Similarity NPC119910
0.863 High Similarity NPC15743
0.863 High Similarity NPC143092
0.863 High Similarity NPC474036
0.8623 High Similarity NPC165128
0.8623 High Similarity NPC82862
0.8623 High Similarity NPC158471
0.8623 High Similarity NPC222127
0.8623 High Similarity NPC57119
0.8623 High Similarity NPC226862
0.8621 High Similarity NPC474295
0.8621 High Similarity NPC311057
0.8609 High Similarity NPC473236
0.8609 High Similarity NPC245948
0.8609 High Similarity NPC308555
0.8601 High Similarity NPC283949
0.86 High Similarity NPC163002
0.8592 High Similarity NPC150534
0.8592 High Similarity NPC474139
0.8591 High Similarity NPC85141
0.8582 High Similarity NPC196937
0.8581 High Similarity NPC258322
0.8581 High Similarity NPC191352
0.8581 High Similarity NPC152424
0.8581 High Similarity NPC100465
0.8581 High Similarity NPC239890
0.8581 High Similarity NPC209411
0.8581 High Similarity NPC115624
0.8571 High Similarity NPC474043
0.8571 High Similarity NPC318286
0.8571 High Similarity NPC223185
0.8571 High Similarity NPC327651
0.8562 High Similarity NPC76415
0.8562 High Similarity NPC185071
0.8562 High Similarity NPC218510
0.8562 High Similarity NPC12728
0.8551 High Similarity NPC473092
0.8551 High Similarity NPC158737
0.8551 High Similarity NPC8050
0.8551 High Similarity NPC473093
0.8543 High Similarity NPC104353
0.8533 High Similarity NPC158635
0.8533 High Similarity NPC229882
0.8526 High Similarity NPC61141
0.8526 High Similarity NPC76687
0.8523 High Similarity NPC304821
0.8521 High Similarity NPC47181
0.8506 High Similarity NPC19600
0.8503 High Similarity NPC27159
0.8503 High Similarity NPC326144
0.8493 Intermediate Similarity NPC46180
0.8493 Intermediate Similarity NPC253722
0.8493 Intermediate Similarity NPC80326
0.8493 Intermediate Similarity NPC52664
0.8493 Intermediate Similarity NPC31751
0.8493 Intermediate Similarity NPC253481
0.8493 Intermediate Similarity NPC472562
0.8489 Intermediate Similarity NPC328682
0.8489 Intermediate Similarity NPC54321
0.8489 Intermediate Similarity NPC281864
0.8487 Intermediate Similarity NPC474514
0.8483 Intermediate Similarity NPC103448
0.8483 Intermediate Similarity NPC216434
0.8483 Intermediate Similarity NPC177868
0.8483 Intermediate Similarity NPC226547
0.8478 Intermediate Similarity NPC285725
0.8478 Intermediate Similarity NPC50683
0.8478 Intermediate Similarity NPC112571
0.8472 Intermediate Similarity NPC166184
0.8471 Intermediate Similarity NPC14294
0.8471 Intermediate Similarity NPC116759
0.8467 Intermediate Similarity NPC472567

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC177644 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
0.8808 High Similarity NPD4965 Approved
0.8808 High Similarity NPD4967 Phase 2
0.8808 High Similarity NPD4966 Approved
0.8693 High Similarity NPD6234 Discontinued
0.8609 High Similarity NPD37 Approved
0.8523 High Similarity NPD6980 Clinical (unspecified phase)
0.8462 Intermediate Similarity NPD7199 Phase 2
0.8354 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.8322 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.8313 Intermediate Similarity NPD7228 Approved
0.811 Intermediate Similarity NPD7240 Approved
0.7986 Intermediate Similarity NPD3705 Approved
0.7964 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.774 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7721 Intermediate Similarity NPD5283 Phase 1
0.7716 Intermediate Similarity NPD5494 Approved
0.7671 Intermediate Similarity NPD3027 Phase 3
0.7651 Intermediate Similarity NPD3818 Discontinued
0.7647 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7647 Intermediate Similarity NPD4110 Phase 3
0.7589 Intermediate Similarity NPD17 Approved
0.7578 Intermediate Similarity NPD3817 Phase 2
0.7576 Intermediate Similarity NPD5242 Approved
0.7556 Intermediate Similarity NPD7680 Approved
0.7552 Intermediate Similarity NPD2981 Phase 2
0.7531 Intermediate Similarity NPD3882 Suspended
0.75 Intermediate Similarity NPD2983 Phase 2
0.75 Intermediate Similarity NPD2982 Phase 2
0.75 Intermediate Similarity NPD2438 Suspended
0.75 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7467 Intermediate Similarity NPD6355 Discontinued
0.7439 Intermediate Similarity NPD919 Approved
0.7438 Intermediate Similarity NPD7028 Phase 2
0.7431 Intermediate Similarity NPD1608 Approved
0.743 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7423 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7415 Intermediate Similarity NPD3018 Phase 2
0.741 Intermediate Similarity NPD6232 Discontinued
0.74 Intermediate Similarity NPD2979 Phase 3
0.7381 Intermediate Similarity NPD7473 Discontinued
0.7376 Intermediate Similarity NPD5536 Phase 2
0.7365 Intermediate Similarity NPD3926 Phase 2
0.7362 Intermediate Similarity NPD5353 Approved
0.7361 Intermediate Similarity NPD1281 Approved
0.7353 Intermediate Similarity NPD7074 Phase 3
0.7351 Intermediate Similarity NPD1933 Approved
0.7346 Intermediate Similarity NPD1934 Approved
0.7326 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.732 Intermediate Similarity NPD3748 Approved
0.7308 Intermediate Similarity NPD5006 Approved
0.7308 Intermediate Similarity NPD5005 Approved
0.7305 Intermediate Similarity NPD7229 Phase 3
0.7301 Intermediate Similarity NPD2801 Approved
0.7294 Intermediate Similarity NPD7054 Approved
0.7294 Intermediate Similarity NPD5844 Phase 1
0.7284 Intermediate Similarity NPD6386 Approved
0.7284 Intermediate Similarity NPD6385 Approved
0.7278 Intermediate Similarity NPD6799 Approved
0.7273 Intermediate Similarity NPD5585 Approved
0.7267 Intermediate Similarity NPD7685 Pre-registration
0.7261 Intermediate Similarity NPD5307 Clinical (unspecified phase)
0.7251 Intermediate Similarity NPD7472 Approved
0.7237 Intermediate Similarity NPD230 Phase 1
0.7222 Intermediate Similarity NPD6599 Discontinued
0.7211 Intermediate Similarity NPD1283 Approved
0.7205 Intermediate Similarity NPD1653 Approved
0.7197 Intermediate Similarity NPD4628 Phase 3
0.7195 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7195 Intermediate Similarity NPD5563 Clinical (unspecified phase)
0.7195 Intermediate Similarity NPD7819 Suspended
0.7188 Intermediate Similarity NPD1940 Clinical (unspecified phase)
0.7182 Intermediate Similarity NPD4420 Approved
0.7179 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7171 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7171 Intermediate Similarity NPD1613 Approved
0.717 Intermediate Similarity NPD4357 Discontinued
0.7168 Intermediate Similarity NPD6559 Discontinued
0.7161 Intermediate Similarity NPD2796 Approved
0.7161 Intermediate Similarity NPD2531 Phase 2
0.7153 Intermediate Similarity NPD1651 Approved
0.7153 Intermediate Similarity NPD1357 Approved
0.7152 Intermediate Similarity NPD6798 Discontinued
0.7143 Intermediate Similarity NPD1247 Approved
0.7133 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7133 Intermediate Similarity NPD4908 Phase 1
0.7126 Intermediate Similarity NPD7808 Phase 3
0.7125 Intermediate Similarity NPD2532 Approved
0.7125 Intermediate Similarity NPD2534 Approved
0.7125 Intermediate Similarity NPD2533 Approved
0.7125 Intermediate Similarity NPD3688 Clinical (unspecified phase)
0.7125 Intermediate Similarity NPD3146 Approved
0.7125 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7115 Intermediate Similarity NPD7266 Discontinued
0.711 Intermediate Similarity NPD6797 Phase 2
0.7107 Intermediate Similarity NPD7124 Phase 2
0.7105 Intermediate Similarity NPD6233 Phase 2
0.7105 Intermediate Similarity NPD8032 Phase 2
0.7095 Intermediate Similarity NPD7296 Approved
0.7091 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7091 Intermediate Similarity NPD1465 Phase 2
0.7091 Intermediate Similarity NPD8455 Phase 2
0.7089 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7089 Intermediate Similarity NPD3750 Approved
0.7089 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7086 Intermediate Similarity NPD7095 Approved
0.7073 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7069 Intermediate Similarity NPD7251 Discontinued
0.7067 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7066 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD4060 Phase 1
0.7047 Intermediate Similarity NPD3266 Approved
0.7047 Intermediate Similarity NPD2797 Approved
0.7047 Intermediate Similarity NPD3267 Approved
0.7044 Intermediate Similarity NPD5084 Clinical (unspecified phase)
0.7044 Intermediate Similarity NPD6190 Approved
0.7041 Intermediate Similarity NPD8127 Discontinued
0.7039 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7039 Intermediate Similarity NPD1296 Phase 2
0.7037 Intermediate Similarity NPD920 Approved
0.7027 Intermediate Similarity NPD4359 Approved
0.7027 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7021 Intermediate Similarity NPD5535 Approved
0.7018 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7018 Intermediate Similarity NPD6166 Phase 2
0.7018 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7007 Intermediate Similarity NPD1610 Phase 2
0.7006 Intermediate Similarity NPD6002 Phase 3
0.7006 Intermediate Similarity NPD6003 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD6006 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD6005 Phase 3
0.7006 Intermediate Similarity NPD6004 Phase 3
0.7 Intermediate Similarity NPD3787 Discontinued
0.6993 Remote Similarity NPD4062 Phase 3
0.6989 Remote Similarity NPD7280 Phase 3
0.6989 Remote Similarity NPD7281 Phase 3
0.697 Remote Similarity NPD6873 Phase 2
0.6966 Remote Similarity NPD1894 Discontinued
0.6964 Remote Similarity NPD7075 Discontinued
0.6963 Remote Similarity NPD7827 Phase 1
0.6962 Remote Similarity NPD5958 Discontinued
0.6957 Remote Similarity NPD1511 Approved
0.6951 Remote Similarity NPD7458 Discontinued
0.6951 Remote Similarity NPD6055 Clinical (unspecified phase)
0.6946 Remote Similarity NPD5402 Approved
0.6943 Remote Similarity NPD2935 Discontinued
0.6943 Remote Similarity NPD6099 Approved
0.6943 Remote Similarity NPD6100 Approved
0.6943 Remote Similarity NPD3539 Phase 1
0.6939 Remote Similarity NPD3847 Discontinued
0.6928 Remote Similarity NPD3764 Approved
0.6928 Remote Similarity NPD3384 Approved
0.6928 Remote Similarity NPD3382 Approved
0.6928 Remote Similarity NPD3268 Approved
0.6928 Remote Similarity NPD6801 Discontinued
0.6928 Remote Similarity NPD3383 Approved
0.6923 Remote Similarity NPD7097 Phase 1
0.6923 Remote Similarity NPD6111 Discontinued
0.6918 Remote Similarity NPD5691 Approved
0.6918 Remote Similarity NPD6674 Discontinued
0.6918 Remote Similarity NPD1243 Approved
0.6914 Remote Similarity NPD7993 Clinical (unspecified phase)
0.6914 Remote Similarity NPD642 Clinical (unspecified phase)
0.6908 Remote Similarity NPD6832 Phase 2
0.6906 Remote Similarity NPD1358 Approved
0.6905 Remote Similarity NPD5019 Clinical (unspecified phase)
0.6905 Remote Similarity NPD7768 Phase 2
0.6903 Remote Similarity NPD447 Suspended
0.6899 Remote Similarity NPD1375 Discontinued
0.6899 Remote Similarity NPD3540 Phase 1
0.6894 Remote Similarity NPD643 Clinical (unspecified phase)
0.689 Remote Similarity NPD4210 Discontinued
0.6889 Remote Similarity NPD7235 Clinical (unspecified phase)
0.6879 Remote Similarity NPD1510 Phase 2
0.6879 Remote Similarity NPD7033 Discontinued
0.6879 Remote Similarity NPD2799 Discontinued
0.6871 Remote Similarity NPD7314 Clinical (unspecified phase)
0.6871 Remote Similarity NPD1512 Approved
0.6867 Remote Similarity NPD1876 Approved
0.6867 Remote Similarity NPD7411 Suspended
0.6864 Remote Similarity NPD6971 Discontinued
0.6864 Remote Similarity NPD7975 Clinical (unspecified phase)
0.6859 Remote Similarity NPD6653 Approved
0.6855 Remote Similarity NPD4534 Discontinued
0.6839 Remote Similarity NPD1240 Approved
0.6835 Remote Similarity NPD3134 Approved
0.6835 Remote Similarity NPD1551 Phase 2
0.6829 Remote Similarity NPD5403 Approved
0.6818 Remote Similarity NPD5110 Phase 2
0.6818 Remote Similarity NPD5109 Approved
0.6818 Remote Similarity NPD5111 Phase 2
0.6813 Remote Similarity NPD7421 Clinical (unspecified phase)
0.681 Remote Similarity NPD5401 Approved
0.681 Remote Similarity NPD4378 Clinical (unspecified phase)
0.6807 Remote Similarity NPD4380 Phase 2
0.6802 Remote Similarity NPD7315 Approved
0.68 Remote Similarity NPD7804 Clinical (unspecified phase)
0.6796 Remote Similarity NPD8397 Clinical (unspecified phase)
0.6795 Remote Similarity NPD1899 Clinical (unspecified phase)
0.6795 Remote Similarity NPD4618 Approved
0.6795 Remote Similarity NPD4622 Approved

Structure

External Identifiers

PubChem CID   11516533
ChEMBL   CHEMBL493853
ZINC  

Physicochemical Properties

Molecular Weight:  384.12
ALogP:  -0.5451
MLogP:  3
XLogP:  2.863
# Rotatable Bonds:  6
Polar Surface Area:  72.45
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  5
# Heavy Atoms:  28

Download Data

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