Natural Product: NPC251439

Natural Product ID:  NPC251439
Common Name:   Rigidiusculamide A
IUPAC Name:   (3S,4S,5S)-3,4-dihydroxy-5-[(4-hydroxyphenyl)methyl]-1,3-dimethylpyrrolidin-2-one
Synonyms:  
Molecular Formula:   C13H17NO4
Standard InCHIKey:  BRDPUVOBQMISIO-GVXVVHGQSA-N
Standard InCHI:  InChI=1S/C13H17NO4/c1-13(18)11(16)10(14(2)12(13)17)7-8-3-5-9(15)6-4-8/h3-6,10-11,15-16,18H,7H2,1-2H3/t10-,11-,13-/m0/s1
Canonical SMILES:  Oc1ccc(cc1)C[C@@H]1N(C)C(=O)[C@@]([C@H]1O)(C)O
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
NPO32891 albonectria rigidiuscula Species Nectriaceae Eukaryota PMID[19919065]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT83 Cell Line MCF7 Homo sapiens IC50 = 95600 nM 22413887
NPT165 Cell Line HeLa Homo sapiens IC50 = 95600 nM 22413887

  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 NPC251439 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
0.8971 High Similarity NPC109580
0.8487 Intermediate Similarity NPC469479
0.8102 Intermediate Similarity NPC171372
0.8099 Intermediate Similarity NPC476102
0.8099 Intermediate Similarity NPC260045
0.8099 Intermediate Similarity NPC273907
0.8099 Intermediate Similarity NPC293377
0.8099 Intermediate Similarity NPC474787
0.8099 Intermediate Similarity NPC474855
0.8099 Intermediate Similarity NPC79465
0.8099 Intermediate Similarity NPC118099
0.8099 Intermediate Similarity NPC9687
0.8099 Intermediate Similarity NPC49577
0.8099 Intermediate Similarity NPC90194
0.8099 Intermediate Similarity NPC474811
0.8099 Intermediate Similarity NPC475598
0.8099 Intermediate Similarity NPC151706
0.8099 Intermediate Similarity NPC76785
0.8099 Intermediate Similarity NPC475318
0.8025 Intermediate Similarity NPC469505
0.7877 Intermediate Similarity NPC150712
0.7862 Intermediate Similarity NPC313694
0.7862 Intermediate Similarity NPC242159
0.7843 Intermediate Similarity NPC476268
0.7815 Intermediate Similarity NPC473491
0.7808 Intermediate Similarity NPC471201
0.7762 Intermediate Similarity NPC257390
0.7733 Intermediate Similarity NPC16188
0.7724 Intermediate Similarity NPC473360
0.7702 Intermediate Similarity NPC328494
0.7625 Intermediate Similarity NPC209463
0.7619 Intermediate Similarity NPC473052
0.7619 Intermediate Similarity NPC473055
0.7616 Intermediate Similarity NPC125852
0.7613 Intermediate Similarity NPC244509
0.761 Intermediate Similarity NPC63931
0.7597 Intermediate Similarity NPC262166
0.7593 Intermediate Similarity NPC89831
0.7586 Intermediate Similarity NPC328070
0.7586 Intermediate Similarity NPC208757
0.7568 Intermediate Similarity NPC322526
0.7535 Intermediate Similarity NPC65310
0.7533 Intermediate Similarity NPC204546
0.7532 Intermediate Similarity NPC233702
0.7518 Intermediate Similarity NPC307020
0.75 Intermediate Similarity NPC142577
0.75 Intermediate Similarity NPC136797
0.75 Intermediate Similarity NPC26108
0.7484 Intermediate Similarity NPC202198
0.747 Intermediate Similarity NPC475421
0.7469 Intermediate Similarity NPC280022
0.7468 Intermediate Similarity NPC244336
0.7464 Intermediate Similarity NPC104514
0.7448 Intermediate Similarity NPC120251
0.7434 Intermediate Similarity NPC81026
0.7429 Intermediate Similarity NPC56634
0.7423 Intermediate Similarity NPC196091
0.741 Intermediate Similarity NPC319950
0.74 Intermediate Similarity NPC476989
0.7376 Intermediate Similarity NPC474862
0.7372 Intermediate Similarity NPC56685
0.7368 Intermediate Similarity NPC266741
0.7368 Intermediate Similarity NPC317305
0.7361 Intermediate Similarity NPC305717
0.7361 Intermediate Similarity NPC476353
0.7337 Intermediate Similarity NPC470903
0.7337 Intermediate Similarity NPC470112
0.7337 Intermediate Similarity NPC167763
0.7325 Intermediate Similarity NPC68967
0.7325 Intermediate Similarity NPC39431
0.7324 Intermediate Similarity NPC469927
0.7313 Intermediate Similarity NPC326187
0.731 Intermediate Similarity NPC296712
0.731 Intermediate Similarity NPC17374
0.731 Intermediate Similarity NPC469666
0.7289 Intermediate Similarity NPC471165
0.7279 Intermediate Similarity NPC45191
0.7267 Intermediate Similarity NPC241794
0.7262 Intermediate Similarity NPC97526
0.7262 Intermediate Similarity NPC119652
0.7261 Intermediate Similarity NPC261934
0.7261 Intermediate Similarity NPC5194
0.7254 Intermediate Similarity NPC268348
0.7251 Intermediate Similarity NPC299806
0.7246 Intermediate Similarity NPC213
0.7246 Intermediate Similarity NPC10286
0.7244 Intermediate Similarity NPC324081
0.7229 Intermediate Similarity NPC137627
0.7212 Intermediate Similarity NPC475204
0.7212 Intermediate Similarity NPC475123
0.7206 Intermediate Similarity NPC177576
0.7195 Intermediate Similarity NPC302597
0.7195 Intermediate Similarity NPC473502
0.7194 Intermediate Similarity NPC281686
0.7194 Intermediate Similarity NPC106551
0.7194 Intermediate Similarity NPC188867
0.7174 Intermediate Similarity NPC221870
0.7153 Intermediate Similarity NPC48525
0.7152 Intermediate Similarity NPC106606
0.7152 Intermediate Similarity NPC469539
0.7152 Intermediate Similarity NPC469540
0.7143 Intermediate Similarity NPC478147
0.7133 Intermediate Similarity NPC27581
0.7132 Intermediate Similarity NPC252544
0.7132 Intermediate Similarity NPC321252
0.7114 Intermediate Similarity NPC88667
0.7113 Intermediate Similarity NPC265454
0.7113 Intermediate Similarity NPC34634
0.7103 Intermediate Similarity NPC474847
0.7103 Intermediate Similarity NPC231767
0.7099 Intermediate Similarity NPC214200
0.7099 Intermediate Similarity NPC228400
0.7099 Intermediate Similarity NPC155847
0.7099 Intermediate Similarity NPC289381
0.7097 Intermediate Similarity NPC297322
0.7091 Intermediate Similarity NPC328649
0.7089 Intermediate Similarity NPC162104
0.7086 Intermediate Similarity NPC6570
0.7083 Intermediate Similarity NPC476227
0.7075 Intermediate Similarity NPC161593
0.7075 Intermediate Similarity NPC145888
0.7075 Intermediate Similarity NPC16031
0.7069 Intermediate Similarity NPC94862
0.7067 Intermediate Similarity NPC248283
0.7063 Intermediate Similarity NPC98305
0.7055 Intermediate Similarity NPC127975
0.705 Intermediate Similarity NPC285350
0.7042 Intermediate Similarity NPC239697
0.7034 Intermediate Similarity NPC236981
0.703 Intermediate Similarity NPC61004
0.7027 Intermediate Similarity NPC69496
0.7024 Intermediate Similarity NPC248670
0.7021 Intermediate Similarity NPC137096
0.7014 Intermediate Similarity NPC169485
0.7014 Intermediate Similarity NPC317474
0.7014 Intermediate Similarity NPC84281
0.7014 Intermediate Similarity NPC291027
0.7014 Intermediate Similarity NPC213126
0.7011 Intermediate Similarity NPC276120
0.7007 Intermediate Similarity NPC321561
0.7007 Intermediate Similarity NPC323775
0.7007 Intermediate Similarity NPC218323
0.7007 Intermediate Similarity NPC236347
0.7006 Intermediate Similarity NPC473693
0.7006 Intermediate Similarity NPC9373
0.7006 Intermediate Similarity NPC471568
0.7 Intermediate Similarity NPC244866
0.7 Intermediate Similarity NPC23402
0.6994 Remote Similarity NPC476194
0.6988 Remote Similarity NPC294516
0.6988 Remote Similarity NPC107938
0.6988 Remote Similarity NPC141957
0.6982 Remote Similarity NPC155506
0.6982 Remote Similarity NPC473354
0.6982 Remote Similarity NPC159767
0.6975 Remote Similarity NPC326349
0.6975 Remote Similarity NPC323336
0.6974 Remote Similarity NPC6913
0.6972 Remote Similarity NPC63126
0.697 Remote Similarity NPC472923
0.6966 Remote Similarity NPC86900
0.6962 Remote Similarity NPC476444
0.6957 Remote Similarity NPC473580
0.6946 Remote Similarity NPC186617
0.6941 Remote Similarity NPC129624
0.6941 Remote Similarity NPC50016
0.6936 Remote Similarity NPC469973
0.6934 Remote Similarity NPC145638
0.6934 Remote Similarity NPC290566
0.6933 Remote Similarity NPC287757
0.6933 Remote Similarity NPC319320
0.6928 Remote Similarity NPC254700
0.6923 Remote Similarity NPC182240
0.6923 Remote Similarity NPC273755
0.6923 Remote Similarity NPC306804
0.6919 Remote Similarity NPC39822
0.6919 Remote Similarity NPC475409
0.6919 Remote Similarity NPC170302
0.6919 Remote Similarity NPC475564
0.6918 Remote Similarity NPC285394
0.6913 Remote Similarity NPC325651
0.6905 Remote Similarity NPC46009
0.6905 Remote Similarity NPC40234
0.6903 Remote Similarity NPC91953
0.6897 Remote Similarity NPC294951
0.689 Remote Similarity NPC160931
0.689 Remote Similarity NPC475544
0.689 Remote Similarity NPC469243
0.689 Remote Similarity NPC37205
0.6887 Remote Similarity NPC470392
0.6887 Remote Similarity NPC245836
0.6887 Remote Similarity NPC233910
0.6883 Remote Similarity NPC193528
0.6883 Remote Similarity NPC238412
0.6883 Remote Similarity NPC28641
0.6883 Remote Similarity NPC194359
0.6882 Remote Similarity NPC158277
0.6882 Remote Similarity NPC279871
0.6879 Remote Similarity NPC317254
0.6875 Remote Similarity NPC321133

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC251439 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
0.7857 Intermediate Similarity NPD7118 Clinical (unspecified phase)
0.7812 Intermediate Similarity NPD5137 Approved
0.766 Intermediate Similarity NPD4104 Clinical (unspecified phase)
0.766 Intermediate Similarity NPD4103 Phase 2
0.755 Intermediate Similarity NPD2575 Approved
0.7535 Intermediate Similarity NPD2625 Approved
0.7535 Intermediate Similarity NPD2160 Approved
0.7535 Intermediate Similarity NPD2627 Approved
0.7535 Intermediate Similarity NPD2626 Approved
0.7535 Intermediate Similarity NPD2628 Approved
0.7535 Intermediate Similarity NPD2159 Approved
0.7518 Intermediate Similarity NPD4659 Approved
0.7516 Intermediate Similarity NPD2042 Clinical (unspecified phase)
0.7516 Intermediate Similarity NPD2041 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7910 Clinical (unspecified phase)
0.7434 Intermediate Similarity NPD6676 Phase 2
0.7431 Intermediate Similarity NPD3664 Approved
0.7431 Intermediate Similarity NPD5204 Approved
0.7431 Intermediate Similarity NPD3663 Approved
0.7431 Intermediate Similarity NPD3662 Phase 3
0.7431 Intermediate Similarity NPD3661 Approved
0.7397 Intermediate Similarity NPD4619 Approved
0.7397 Intermediate Similarity NPD4621 Approved
0.7391 Intermediate Similarity NPD317 Approved
0.7391 Intermediate Similarity NPD856 Approved
0.7391 Intermediate Similarity NPD318 Approved
0.7391 Intermediate Similarity NPD16 Approved
0.7353 Intermediate Similarity NPD2234 Approved
0.7353 Intermediate Similarity NPD2229 Approved
0.7353 Intermediate Similarity NPD2228 Approved
0.7329 Intermediate Similarity NPD4497 Clinical (unspecified phase)
0.7324 Intermediate Similarity NPD2561 Approved
0.7324 Intermediate Similarity NPD2562 Approved
0.7285 Intermediate Similarity NPD9570 Approved
0.7279 Intermediate Similarity NPD601 Approved
0.7279 Intermediate Similarity NPD597 Approved
0.7279 Intermediate Similarity NPD598 Approved
0.7273 Intermediate Similarity NPD1755 Approved
0.726 Intermediate Similarity NPD4207 Discontinued
0.7234 Intermediate Similarity NPD5238 Clinical (unspecified phase)
0.723 Intermediate Similarity NPD1130 Approved
0.723 Intermediate Similarity NPD1132 Approved
0.723 Intermediate Similarity NPD1136 Approved
0.7208 Intermediate Similarity NPD3400 Discontinued
0.7195 Intermediate Similarity NPD2904 Discontinued
0.7194 Intermediate Similarity NPD9568 Approved
0.7181 Intermediate Similarity NPD6311 Approved
0.7181 Intermediate Similarity NPD6310 Approved
0.7181 Intermediate Similarity NPD6309 Approved
0.7176 Intermediate Similarity NPD854 Approved
0.7176 Intermediate Similarity NPD855 Approved
0.7172 Intermediate Similarity NPD1131 Approved
0.7172 Intermediate Similarity NPD1134 Approved
0.7172 Intermediate Similarity NPD1129 Approved
0.7172 Intermediate Similarity NPD1135 Approved
0.7172 Intermediate Similarity NPD1133 Approved
0.7171 Intermediate Similarity NPD2240 Approved
0.7171 Intermediate Similarity NPD2239 Approved
0.716 Intermediate Similarity NPD7695 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD1670 Discontinued
0.7152 Intermediate Similarity NPD7131 Phase 3
0.7143 Intermediate Similarity NPD5202 Clinical (unspecified phase)
0.7133 Intermediate Similarity NPD555 Phase 2
0.7122 Intermediate Similarity NPD256 Approved
0.7122 Intermediate Similarity NPD255 Approved
0.7114 Intermediate Similarity NPD259 Phase 1
0.7114 Intermediate Similarity NPD7086 Phase 2
0.7095 Intermediate Similarity NPD3136 Phase 2
0.7092 Intermediate Similarity NPD316 Approved
0.7089 Intermediate Similarity NPD7613 Discontinued
0.7086 Intermediate Similarity NPD8173 Phase 2
0.7086 Intermediate Similarity NPD817 Approved
0.7086 Intermediate Similarity NPD823 Approved
0.7086 Intermediate Similarity NPD8172 Phase 2
0.7075 Intermediate Similarity NPD9569 Approved
0.7067 Intermediate Similarity NPD825 Approved
0.7067 Intermediate Similarity NPD826 Approved
0.7032 Intermediate Similarity NPD4236 Phase 3
0.7032 Intermediate Similarity NPD4237 Approved
0.7027 Intermediate Similarity NPD4617 Approved
0.7027 Intermediate Similarity NPD4620 Approved
0.7027 Intermediate Similarity NPD2613 Approved
0.7027 Intermediate Similarity NPD5201 Approved
0.7027 Intermediate Similarity NPD5203 Approved
0.7025 Intermediate Similarity NPD3536 Discontinued
0.7021 Intermediate Similarity NPD9613 Approved
0.7021 Intermediate Similarity NPD9615 Approved
0.7021 Intermediate Similarity NPD9616 Approved
0.702 Intermediate Similarity NPD7113 Clinical (unspecified phase)
0.7014 Intermediate Similarity NPD5351 Clinical (unspecified phase)
0.7014 Intermediate Similarity NPD2609 Approved
0.7014 Intermediate Similarity NPD4215 Approved
0.7014 Intermediate Similarity NPD5350 Clinical (unspecified phase)
0.7014 Intermediate Similarity NPD4216 Approved
0.7014 Intermediate Similarity NPD2610 Approved
0.7014 Intermediate Similarity NPD3131 Approved
0.7014 Intermediate Similarity NPD4217 Approved
0.7014 Intermediate Similarity NPD4218 Approved
0.7014 Intermediate Similarity NPD3132 Approved
0.7014 Intermediate Similarity NPD2608 Approved
0.7014 Intermediate Similarity NPD2612 Approved
0.7014 Intermediate Similarity NPD2611 Approved
0.7013 Intermediate Similarity NPD7978 Discontinued
0.7007 Intermediate Similarity NPD257 Approved
0.7007 Intermediate Similarity NPD9619 Approved
0.7007 Intermediate Similarity NPD9621 Approved
0.7007 Intermediate Similarity NPD9620 Approved
0.7007 Intermediate Similarity NPD258 Approved
0.7006 Intermediate Similarity NPD6884 Clinical (unspecified phase)
0.6974 Remote Similarity NPD2568 Approved
0.6963 Remote Similarity NPD1444 Approved
0.6963 Remote Similarity NPD1445 Approved
0.6954 Remote Similarity NPD3062 Approved
0.6954 Remote Similarity NPD3061 Approved
0.6954 Remote Similarity NPD3059 Approved
0.695 Remote Similarity NPD3123 Discovery
0.6949 Remote Similarity NPD3808 Clinical (unspecified phase)
0.6944 Remote Similarity NPD4135 Approved
0.6944 Remote Similarity NPD4106 Approved
0.6944 Remote Similarity NPD4136 Approved
0.6936 Remote Similarity NPD5026 Approved
0.6936 Remote Similarity NPD5034 Approved
0.6936 Remote Similarity NPD4955 Approved
0.6936 Remote Similarity NPD36 Approved
0.6936 Remote Similarity NPD5028 Approved
0.6936 Remote Similarity NPD4954 Approved
0.6934 Remote Similarity NPD9380 Clinical (unspecified phase)
0.6929 Remote Similarity NPD9618 Approved
0.6929 Remote Similarity NPD9614 Approved
0.6923 Remote Similarity NPD2976 Clinical (unspecified phase)
0.6918 Remote Similarity NPD5158 Clinical (unspecified phase)
0.6918 Remote Similarity NPD9622 Approved
0.6918 Remote Similarity NPD5159 Phase 2
0.6918 Remote Similarity NPD5157 Phase 1
0.6897 Remote Similarity NPD4806 Approved
0.6897 Remote Similarity NPD4807 Approved
0.6892 Remote Similarity NPD599 Approved
0.6892 Remote Similarity NPD602 Approved
0.6887 Remote Similarity NPD3616 Approved
0.6887 Remote Similarity NPD3089 Approved
0.6887 Remote Similarity NPD2570 Approved
0.6887 Remote Similarity NPD4745 Approved
0.6887 Remote Similarity NPD3614 Approved
0.6887 Remote Similarity NPD5729 Clinical (unspecified phase)
0.6887 Remote Similarity NPD3615 Approved
0.6887 Remote Similarity NPD2572 Clinical (unspecified phase)
0.6887 Remote Similarity NPD3088 Approved
0.6887 Remote Similarity NPD3087 Approved
0.6887 Remote Similarity NPD4746 Phase 3
0.6887 Remote Similarity NPD6405 Approved
0.6887 Remote Similarity NPD2566 Approved
0.6887 Remote Similarity NPD3090 Approved
0.6887 Remote Similarity NPD2574 Discontinued
0.6887 Remote Similarity NPD2573 Approved
0.6887 Remote Similarity NPD2571 Approved
0.6887 Remote Similarity NPD6407 Approved
0.6879 Remote Similarity NPD5030 Phase 2
0.6875 Remote Similarity NPD2667 Approved
0.6875 Remote Similarity NPD2668 Approved
0.6867 Remote Similarity NPD9537 Phase 1
0.6867 Remote Similarity NPD9536 Phase 1
0.6863 Remote Similarity NPD6817 Clinical (unspecified phase)
0.6863 Remote Similarity NPD5314 Approved
0.6857 Remote Similarity NPD4483 Discontinued
0.6853 Remote Similarity NPD5303 Approved
0.6853 Remote Similarity NPD5304 Approved
0.6842 Remote Similarity NPD5119 Approved
0.6842 Remote Similarity NPD5121 Approved
0.6842 Remote Similarity NPD5120 Approved
0.6839 Remote Similarity NPD4419 Clinical (unspecified phase)
0.6839 Remote Similarity NPD7450 Phase 2
0.6826 Remote Similarity NPD8303 Discontinued
0.6824 Remote Similarity NPD1817 Approved
0.6824 Remote Similarity NPD3055 Approved
0.6824 Remote Similarity NPD1820 Approved
0.6824 Remote Similarity NPD3053 Approved
0.6824 Remote Similarity NPD1818 Approved
0.6824 Remote Similarity NPD1819 Approved
0.6818 Remote Similarity NPD3553 Approved
0.6818 Remote Similarity NPD3555 Approved
0.6818 Remote Similarity NPD3554 Approved
0.6818 Remote Similarity NPD743 Approved
0.6818 Remote Similarity NPD3552 Approved
0.6815 Remote Similarity NPD9610 Approved
0.6815 Remote Similarity NPD9608 Approved
0.6812 Remote Similarity NPD1792 Phase 2
0.6809 Remote Similarity NPD1793 Approved
0.6809 Remote Similarity NPD1791 Approved
0.6806 Remote Similarity NPD4093 Discontinued
0.6806 Remote Similarity NPD4105 Approved
0.6806 Remote Similarity NPD4102 Approved
0.68 Remote Similarity NPD5035 Approved
0.6797 Remote Similarity NPD4684 Phase 3
0.6797 Remote Similarity NPD4685 Phase 3
0.6797 Remote Similarity NPD4686 Approved
0.679 Remote Similarity NPD4210 Discontinued
0.6786 Remote Similarity NPD5823 Approved
0.678 Remote Similarity NPD5038 Approved
0.678 Remote Similarity NPD5037 Approved
0.678 Remote Similarity NPD3863 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   44614019
ChEMBL   CHEMBL1081412
ZINC  

Physicochemical Properties

Molecular Weight:  251.12
ALogP:  -1.7972
MLogP:  2.34
XLogP:  0.711
# Rotatable Bonds:  7
Polar Surface Area:  81
# H-Bond Aceptor:  4
# H-Bond Donor:  3
# Rings:  2
# Heavy Atoms:  18

Download Data

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