Natural Product: NPC300940

Natural Product ID:  NPC300940
Common Name:   Procurcumenol
IUPAC Name:   (3S,3aS,8aR)-3-hydroxy-3,8-dimethyl-5-propan-2-ylidene-2,3a,4,8a-tetrahydro-1H-azulen-6-one
Synonyms:   Procurcumenol
Molecular Formula:   C15H22O2
Standard InCHIKey:  RHBOHEXDGUVIIY-WHOFXGATSA-N
Standard InCHI:  InChI=1S/C15H22O2/c1-9(2)12-8-13-11(5-6-15(13,4)17)10(3)7-14(12)16/h7,11,13,17H,5-6,8H2,1-4H3/t11-,13-,15-/m0/s1
Canonical SMILES:  CC1=CC(=O)C(=C(C)C)C[C@H]2[C@H]1CC[C@]2(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
NPO17780 Curcuma heyneana Species Zingiberaceae Eukaryota Rhizomes PMID[23387824]
NPO18068 Curcuma phaeocaulis Species Zingiberaceae Eukaryota Rhizomes PMID[23755850]
NPO3532 Tridentata marginata NA NA NA UNPD*
NPO25160 Goniothalamus borneensis Species Annonaceae Eukaryota UNPD*
NPO9241 Adiantum capillus-veneris Species Pteridaceae Eukaryota UNPD*
NPO7308 Fraxinus quadrangulata Species Oleaceae Eukaryota UNPD*
NPO3251 Jacobaea maritima Species Asteraceae Eukaryota UNPD*
NPO19113 Curcumaelongae rhizoma NA NA NA TCMSP*
NPO29538 Curcumae radix NA NA NA TCMSP*
NPO22741 Curcuma kwangsiensis Species Zingiberaceae Eukaryota TM-MC*
NPO18068 Curcuma phaeocaulis Species Zingiberaceae Eukaryota TM-MC*
NPO2618 Curcuma wenyujin Species Zingiberaceae Eukaryota TM-MC*
NPO7929 Curcuma zedoaria Species Zingiberaceae Eukaryota TM-MC*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1210 Individual Protein T-cell protein-tyrosine phosphatase Homo sapiens IC50 = 26800 nM 23387824
NPT178 Individual Protein Protein-tyrosine phosphatase 1B Homo sapiens IC50 = 45600 nM 23387824
NPT178 Individual Protein Protein-tyrosine phosphatase 1B Homo sapiens Inhibition = 69.3 % 23387824
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 13700 nM 23755850

  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 NPC300940 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
0.9559 High Similarity NPC469737
0.9178 High Similarity NPC84185
0.9178 High Similarity NPC471890
0.9178 High Similarity NPC66677
0.9155 High Similarity NPC77501
0.9054 High Similarity NPC164218
0.9054 High Similarity NPC30675
0.8816 High Similarity NPC133844
0.863 High Similarity NPC251435
0.8514 High Similarity NPC473437
0.8514 High Similarity NPC124289
0.8514 High Similarity NPC25908
0.8514 High Similarity NPC141346
0.8514 High Similarity NPC142759
0.8514 High Similarity NPC115719
0.8267 Intermediate Similarity NPC215481
0.8182 Intermediate Similarity NPC261125
0.8182 Intermediate Similarity NPC181195
0.8158 Intermediate Similarity NPC276769
0.8026 Intermediate Similarity NPC469646
0.8 Intermediate Similarity NPC7382
0.7945 Intermediate Similarity NPC469914
0.7941 Intermediate Similarity NPC469321
0.7901 Intermediate Similarity NPC90446
0.7895 Intermediate Similarity NPC89374
0.7875 Intermediate Similarity NPC193347
0.7805 Intermediate Similarity NPC476628
0.7778 Intermediate Similarity NPC197089
0.7733 Intermediate Similarity NPC29328
0.7683 Intermediate Similarity NPC144258
0.7681 Intermediate Similarity NPC143834
0.7671 Intermediate Similarity NPC476626
0.7671 Intermediate Similarity NPC60120
0.7662 Intermediate Similarity NPC474011
0.7654 Intermediate Similarity NPC20262
0.7654 Intermediate Similarity NPC256750
0.7647 Intermediate Similarity NPC278550
0.7647 Intermediate Similarity NPC41217
0.7639 Intermediate Similarity NPC469326
0.7639 Intermediate Similarity NPC474304
0.7639 Intermediate Similarity NPC205618
0.7639 Intermediate Similarity NPC261782
0.7639 Intermediate Similarity NPC474329
0.7639 Intermediate Similarity NPC61473
0.76 Intermediate Similarity NPC280256
0.7595 Intermediate Similarity NPC476627
0.7595 Intermediate Similarity NPC19443
0.7595 Intermediate Similarity NPC222210
0.7595 Intermediate Similarity NPC63445
0.759 Intermediate Similarity NPC142649
0.759 Intermediate Similarity NPC36350
0.7568 Intermediate Similarity NPC476614
0.7558 Intermediate Similarity NPC2946
0.7532 Intermediate Similarity NPC206875
0.7531 Intermediate Similarity NPC171665
0.7529 Intermediate Similarity NPC477710
0.75 Intermediate Similarity NPC288667
0.75 Intermediate Similarity NPC6247
0.75 Intermediate Similarity NPC472013
0.75 Intermediate Similarity NPC476624
0.747 Intermediate Similarity NPC7927
0.747 Intermediate Similarity NPC230527
0.7468 Intermediate Similarity NPC472014
0.7465 Intermediate Similarity NPC63111
0.7442 Intermediate Similarity NPC170775
0.7429 Intermediate Similarity NPC259261
0.7407 Intermediate Similarity NPC476625
0.7407 Intermediate Similarity NPC233352
0.7407 Intermediate Similarity NPC47747
0.7407 Intermediate Similarity NPC824
0.7407 Intermediate Similarity NPC138492
0.7391 Intermediate Similarity NPC193695
0.7386 Intermediate Similarity NPC125180
0.7356 Intermediate Similarity NPC477711
0.7349 Intermediate Similarity NPC65350
0.7342 Intermediate Similarity NPC182848
0.7342 Intermediate Similarity NPC226242
0.7326 Intermediate Similarity NPC320665
0.7326 Intermediate Similarity NPC471941
0.7326 Intermediate Similarity NPC58532
0.7326 Intermediate Similarity NPC472677
0.7324 Intermediate Similarity NPC25853
0.7324 Intermediate Similarity NPC252809
0.7317 Intermediate Similarity NPC477372
0.7317 Intermediate Similarity NPC136150
0.7308 Intermediate Similarity NPC469691
0.7308 Intermediate Similarity NPC167049
0.7303 Intermediate Similarity NPC298919
0.7286 Intermediate Similarity NPC94991
0.7286 Intermediate Similarity NPC266295
0.7284 Intermediate Similarity NPC301769
0.7284 Intermediate Similarity NPC215843
0.7284 Intermediate Similarity NPC32758
0.7284 Intermediate Similarity NPC229204
0.7273 Intermediate Similarity NPC144627
0.7273 Intermediate Similarity NPC106309
0.7262 Intermediate Similarity NPC58841
0.7262 Intermediate Similarity NPC161423
0.7262 Intermediate Similarity NPC321187
0.7262 Intermediate Similarity NPC329043
0.7262 Intermediate Similarity NPC227064
0.726 Intermediate Similarity NPC473902
0.7246 Intermediate Similarity NPC20603
0.7241 Intermediate Similarity NPC232747
0.7241 Intermediate Similarity NPC310010
0.7241 Intermediate Similarity NPC326627
0.7241 Intermediate Similarity NPC477943
0.7237 Intermediate Similarity NPC144647
0.7237 Intermediate Similarity NPC10758
0.7237 Intermediate Similarity NPC61702
0.7237 Intermediate Similarity NPC250928
0.7237 Intermediate Similarity NPC67608
0.7237 Intermediate Similarity NPC162867
0.7229 Intermediate Similarity NPC129080
0.7229 Intermediate Similarity NPC477269
0.7229 Intermediate Similarity NPC477270
0.7229 Intermediate Similarity NPC320514
0.7229 Intermediate Similarity NPC477271
0.7215 Intermediate Similarity NPC201263
0.7215 Intermediate Similarity NPC469669
0.7215 Intermediate Similarity NPC475771
0.7215 Intermediate Similarity NPC469678
0.7204 Intermediate Similarity NPC237190
0.72 Intermediate Similarity NPC278895
0.7195 Intermediate Similarity NPC471656
0.7195 Intermediate Similarity NPC74445
0.7195 Intermediate Similarity NPC45495
0.7195 Intermediate Similarity NPC287817
0.7179 Intermediate Similarity NPC92909
0.7179 Intermediate Similarity NPC107783
0.7176 Intermediate Similarity NPC469948
0.7176 Intermediate Similarity NPC245434
0.716 Intermediate Similarity NPC474056
0.7159 Intermediate Similarity NPC77337
0.7159 Intermediate Similarity NPC37607
0.7159 Intermediate Similarity NPC301969
0.7143 Intermediate Similarity NPC470165
0.7143 Intermediate Similarity NPC476082
0.7143 Intermediate Similarity NPC267626
0.7143 Intermediate Similarity NPC18543
0.7143 Intermediate Similarity NPC62214
0.7143 Intermediate Similarity NPC9812
0.7143 Intermediate Similarity NPC471781
0.7143 Intermediate Similarity NPC49575
0.7143 Intermediate Similarity NPC55004
0.7143 Intermediate Similarity NPC278648
0.7126 Intermediate Similarity NPC328539
0.7125 Intermediate Similarity NPC186554
0.7125 Intermediate Similarity NPC151622
0.7125 Intermediate Similarity NPC242722
0.7125 Intermediate Similarity NPC472959
0.7125 Intermediate Similarity NPC472305
0.7125 Intermediate Similarity NPC7629
0.7125 Intermediate Similarity NPC76966
0.7123 Intermediate Similarity NPC474480
0.7123 Intermediate Similarity NPC165695
0.7105 Intermediate Similarity NPC469688
0.7093 Intermediate Similarity NPC327115
0.7093 Intermediate Similarity NPC476043
0.7089 Intermediate Similarity NPC472966
0.7083 Intermediate Similarity NPC40206
0.7073 Intermediate Similarity NPC477371
0.7073 Intermediate Similarity NPC7232
0.7073 Intermediate Similarity NPC164308
0.7073 Intermediate Similarity NPC469690
0.7067 Intermediate Similarity NPC154728
0.7067 Intermediate Similarity NPC126899
0.7067 Intermediate Similarity NPC304665
0.7065 Intermediate Similarity NPC477268
0.7065 Intermediate Similarity NPC470834
0.7065 Intermediate Similarity NPC472690
0.7065 Intermediate Similarity NPC472689
0.7065 Intermediate Similarity NPC477267
0.7065 Intermediate Similarity NPC18509
0.7065 Intermediate Similarity NPC87090
0.7059 Intermediate Similarity NPC472480
0.7059 Intermediate Similarity NPC475796
0.7059 Intermediate Similarity NPC472958
0.7059 Intermediate Similarity NPC473246
0.7059 Intermediate Similarity NPC472957
0.7059 Intermediate Similarity NPC82902
0.7059 Intermediate Similarity NPC165287
0.7059 Intermediate Similarity NPC85774
0.7059 Intermediate Similarity NPC237712
0.7059 Intermediate Similarity NPC214043
0.7059 Intermediate Similarity NPC474141
0.7059 Intermediate Similarity NPC156485
0.7053 Intermediate Similarity NPC470839
0.7051 Intermediate Similarity NPC41886
0.7045 Intermediate Similarity NPC275740
0.7045 Intermediate Similarity NPC97032
0.7045 Intermediate Similarity NPC123912
0.7045 Intermediate Similarity NPC86319
0.7042 Intermediate Similarity NPC30215
0.7037 Intermediate Similarity NPC103987
0.7037 Intermediate Similarity NPC257666
0.7037 Intermediate Similarity NPC266193
0.7037 Intermediate Similarity NPC195785
0.7037 Intermediate Similarity NPC86917
0.7037 Intermediate Similarity NPC34110

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC300940 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
0.8028 Intermediate Similarity NPD7331 Phase 2
0.7875 Intermediate Similarity NPD4223 Phase 3
0.7875 Intermediate Similarity NPD4221 Approved
0.7683 Intermediate Similarity NPD4197 Approved
0.7639 Intermediate Similarity NPD7341 Phase 2
0.759 Intermediate Similarity NPD5329 Approved
0.75 Intermediate Similarity NPD4688 Approved
0.75 Intermediate Similarity NPD4690 Approved
0.75 Intermediate Similarity NPD4138 Approved
0.75 Intermediate Similarity NPD5205 Approved
0.75 Intermediate Similarity NPD5690 Phase 2
0.75 Intermediate Similarity NPD4689 Approved
0.75 Intermediate Similarity NPD4694 Approved
0.75 Intermediate Similarity NPD4693 Phase 3
0.75 Intermediate Similarity NPD5280 Approved
0.7407 Intermediate Similarity NPD5368 Approved
0.7326 Intermediate Similarity NPD4518 Approved
0.7262 Intermediate Similarity NPD3133 Approved
0.7262 Intermediate Similarity NPD3665 Phase 1
0.7262 Intermediate Similarity NPD3666 Approved
0.7241 Intermediate Similarity NPD4753 Phase 2
0.7229 Intermediate Similarity NPD6435 Approved
0.7159 Intermediate Similarity NPD4096 Approved
0.7108 Intermediate Similarity NPD5369 Approved
0.7079 Intermediate Similarity NPD5284 Approved
0.7079 Intermediate Similarity NPD5281 Approved
0.7073 Intermediate Similarity NPD4195 Approved
0.7065 Intermediate Similarity NPD4755 Approved
0.7045 Intermediate Similarity NPD5328 Approved
0.7 Intermediate Similarity NPD4202 Approved
0.6977 Remote Similarity NPD5363 Approved
0.6941 Remote Similarity NPD5362 Discontinued
0.6915 Remote Similarity NPD4700 Approved
0.6915 Remote Similarity NPD5286 Approved
0.6915 Remote Similarity NPD5285 Approved
0.6915 Remote Similarity NPD4696 Approved
0.6905 Remote Similarity NPD4692 Approved
0.6905 Remote Similarity NPD4139 Approved
0.6897 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6897 Remote Similarity NPD5786 Approved
0.6897 Remote Similarity NPD5279 Phase 3
0.6889 Remote Similarity NPD6079 Approved
0.6848 Remote Similarity NPD4629 Approved
0.6848 Remote Similarity NPD5210 Approved
0.6848 Remote Similarity NPD5695 Phase 3
0.6842 Remote Similarity NPD5223 Approved
0.6824 Remote Similarity NPD4269 Approved
0.6824 Remote Similarity NPD4270 Approved
0.6824 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6813 Remote Similarity NPD5133 Approved
0.6771 Remote Similarity NPD5225 Approved
0.6771 Remote Similarity NPD4633 Approved
0.6771 Remote Similarity NPD5224 Approved
0.6771 Remote Similarity NPD5226 Approved
0.6771 Remote Similarity NPD5211 Phase 2
0.6747 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6747 Remote Similarity NPD3617 Approved
0.6744 Remote Similarity NPD4788 Approved
0.6742 Remote Similarity NPD5208 Approved
0.6709 Remote Similarity NPD4747 Approved
0.6705 Remote Similarity NPD3618 Phase 1
0.6702 Remote Similarity NPD6083 Phase 2
0.6702 Remote Similarity NPD6084 Phase 2
0.6701 Remote Similarity NPD4754 Approved
0.6701 Remote Similarity NPD5175 Approved
0.6701 Remote Similarity NPD5174 Approved
0.6667 Remote Similarity NPD6080 Approved
0.6667 Remote Similarity NPD6904 Approved
0.6667 Remote Similarity NPD4786 Approved
0.6667 Remote Similarity NPD6673 Approved
0.6633 Remote Similarity NPD5141 Approved
0.6632 Remote Similarity NPD5696 Approved
0.6628 Remote Similarity NPD3667 Approved
0.6625 Remote Similarity NPD5276 Approved
0.6596 Remote Similarity NPD5221 Approved
0.6596 Remote Similarity NPD4697 Phase 3
0.6596 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6596 Remote Similarity NPD5222 Approved
0.6593 Remote Similarity NPD5785 Approved
0.6593 Remote Similarity NPD5207 Approved
0.6593 Remote Similarity NPD5692 Phase 3
0.6588 Remote Similarity NPD4695 Discontinued
0.6588 Remote Similarity NPD4822 Approved
0.6588 Remote Similarity NPD4821 Approved
0.6588 Remote Similarity NPD4819 Approved
0.6588 Remote Similarity NPD4820 Approved
0.6588 Remote Similarity NPD4252 Approved
0.6582 Remote Similarity NPD4137 Phase 3
0.6566 Remote Similarity NPD5739 Approved
0.6566 Remote Similarity NPD4768 Approved
0.6566 Remote Similarity NPD7128 Approved
0.6566 Remote Similarity NPD6675 Approved
0.6566 Remote Similarity NPD6402 Approved
0.6566 Remote Similarity NPD4767 Approved
0.6552 Remote Similarity NPD5332 Approved
0.6552 Remote Similarity NPD5331 Approved
0.6526 Remote Similarity NPD5173 Approved
0.6522 Remote Similarity NPD6050 Approved
0.6522 Remote Similarity NPD5694 Approved
0.6522 Remote Similarity NPD5693 Phase 1
0.6517 Remote Similarity NPD7334 Approved
0.6517 Remote Similarity NPD4623 Approved
0.6517 Remote Similarity NPD6409 Approved
0.6517 Remote Similarity NPD7146 Approved
0.6517 Remote Similarity NPD5330 Approved
0.6517 Remote Similarity NPD6098 Approved
0.6517 Remote Similarity NPD6684 Approved
0.6517 Remote Similarity NPD7521 Approved
0.6517 Remote Similarity NPD4519 Discontinued
0.6512 Remote Similarity NPD4790 Discontinued
0.65 Remote Similarity NPD5701 Approved
0.65 Remote Similarity NPD4691 Approved
0.65 Remote Similarity NPD5697 Approved
0.6463 Remote Similarity NPD5733 Approved
0.6463 Remote Similarity NPD4687 Approved
0.6447 Remote Similarity NPD2664 Clinical (unspecified phase)
0.6436 Remote Similarity NPD4729 Approved
0.6436 Remote Similarity NPD6881 Approved
0.6436 Remote Similarity NPD4730 Approved
0.6436 Remote Similarity NPD6899 Approved
0.6436 Remote Similarity NPD6011 Approved
0.6436 Remote Similarity NPD7320 Approved
0.6436 Remote Similarity NPD5128 Approved
0.6429 Remote Similarity NPD5091 Approved
0.642 Remote Similarity NPD4243 Approved
0.6383 Remote Similarity NPD6001 Approved
0.6374 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6374 Remote Similarity NPD6903 Approved
0.6373 Remote Similarity NPD6014 Approved
0.6373 Remote Similarity NPD6012 Approved
0.6373 Remote Similarity NPD6373 Approved
0.6373 Remote Similarity NPD6013 Approved
0.6373 Remote Similarity NPD6372 Approved
0.6353 Remote Similarity NPD4271 Approved
0.6353 Remote Similarity NPD4268 Approved
0.6316 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6316 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6311 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6311 Remote Similarity NPD5247 Approved
0.6311 Remote Similarity NPD4634 Approved
0.6311 Remote Similarity NPD5169 Approved
0.6311 Remote Similarity NPD5248 Approved
0.6311 Remote Similarity NPD5250 Approved
0.6311 Remote Similarity NPD5135 Approved
0.6311 Remote Similarity NPD7290 Approved
0.6311 Remote Similarity NPD5249 Phase 3
0.6311 Remote Similarity NPD5251 Approved
0.6311 Remote Similarity NPD6883 Approved
0.6311 Remote Similarity NPD7102 Approved
0.6265 Remote Similarity NPD4785 Approved
0.6265 Remote Similarity NPD4784 Approved
0.6265 Remote Similarity NPD4058 Approved
0.625 Remote Similarity NPD8130 Phase 1
0.625 Remote Similarity NPD5217 Approved
0.625 Remote Similarity NPD6617 Approved
0.625 Remote Similarity NPD6847 Approved
0.625 Remote Similarity NPD6401 Clinical (unspecified phase)
0.625 Remote Similarity NPD6869 Approved
0.625 Remote Similarity NPD6649 Approved
0.625 Remote Similarity NPD5215 Approved
0.625 Remote Similarity NPD5216 Approved
0.625 Remote Similarity NPD6650 Approved
0.625 Remote Similarity NPD5127 Approved
0.6222 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6207 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6196 Remote Similarity NPD6672 Approved
0.6196 Remote Similarity NPD5737 Approved
0.619 Remote Similarity NPD8297 Approved
0.619 Remote Similarity NPD6053 Discontinued
0.619 Remote Similarity NPD4190 Phase 3
0.619 Remote Similarity NPD5275 Approved
0.619 Remote Similarity NPD6882 Approved
0.618 Remote Similarity NPD7154 Phase 3
0.6146 Remote Similarity NPD5654 Approved
0.6136 Remote Similarity NPD857 Phase 3
0.6132 Remote Similarity NPD4632 Approved
0.6129 Remote Similarity NPD1695 Approved
0.6111 Remote Similarity NPD3172 Approved
0.6111 Remote Similarity NPD3668 Phase 3
0.6105 Remote Similarity NPD6399 Phase 3
0.6087 Remote Similarity NPD3573 Approved
0.6078 Remote Similarity NPD6008 Approved
0.6075 Remote Similarity NPD5167 Approved
0.6071 Remote Similarity NPD6926 Approved
0.6071 Remote Similarity NPD6924 Approved
0.6053 Remote Similarity NPD3198 Approved
0.6049 Remote Similarity NPD3621 Clinical (unspecified phase)
0.6044 Remote Similarity NPD1696 Phase 3
0.6042 Remote Similarity NPD5282 Discontinued
0.6027 Remote Similarity NPD4266 Approved
0.6027 Remote Similarity NPD3194 Approved
0.6027 Remote Similarity NPD3196 Approved
0.6027 Remote Similarity NPD3195 Phase 2
0.602 Remote Similarity NPD5959 Approved
0.6019 Remote Similarity NPD6274 Approved
0.6 Remote Similarity NPD6371 Approved
0.5963 Remote Similarity NPD6317 Approved
0.5963 Remote Similarity NPD6009 Approved
0.5962 Remote Similarity NPD5168 Approved
0.593 Remote Similarity NPD3701 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   189061
ChEMBL   CHEMBL2332430
ZINC  

Physicochemical Properties

Molecular Weight:  234.16
ALogP:  2.0906
MLogP:  2.89
XLogP:  1.671
# Rotatable Bonds:  5
Polar Surface Area:  37.3
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  17

Download Data

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