Natural Product: NPC472305

Natural Product ID:  NPC472305
Common Name:   7-Hydroxy-4-Norcadin-5-En-4-One
IUPAC Name:   (4aS,5R,8R)-8-hydroxy-5-methyl-8-propan-2-yl-3,4,4a,5,6,7-hexahydronaphthalen-2-one
Synonyms:  
Molecular Formula:   C14H22O2
Standard InCHIKey:  GSSOSOITCQANTF-SCDSUCTJSA-N
Standard InCHI:  InChI=1S/C14H22O2/c1-9(2)14(16)7-6-10(3)12-5-4-11(15)8-13(12)14/h8-10,12,16H,4-7H2,1-3H3/t10-,12+,14-/m1/s1
Canonical SMILES:  O=C1CC[C@@H]2C(=C1)[C@@](O)(CC[C@H]2C)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
NPO32931 pterolobium macropterum Species Fabaceae Eukaryota Root barks PMID[25337628]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT189 Cell Line Vero Chlorocebus aethiops IC50 = 153520 nM 11141109
NPT2 Others Unspecified IC50 = 148160 nM 21194938
NPT2 Others Unspecified IC50 = 138580 nM 9834146

  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 NPC472305 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
0.9583 High Similarity NPC266193
0.9583 High Similarity NPC257666
0.9583 High Similarity NPC34110
0.9444 High Similarity NPC7629
0.9444 High Similarity NPC151622
0.9178 High Similarity NPC76966
0.9178 High Similarity NPC186554
0.9028 High Similarity NPC247586
0.8947 High Similarity NPC472301
0.8933 High Similarity NPC207772
0.8933 High Similarity NPC471409
0.8933 High Similarity NPC275494
0.8846 High Similarity NPC297398
0.8831 High Similarity NPC226068
0.8816 High Similarity NPC170394
0.8816 High Similarity NPC308038
0.8718 High Similarity NPC93590
0.8701 High Similarity NPC233352
0.8701 High Similarity NPC824
0.8701 High Similarity NPC138492
0.8701 High Similarity NPC476809
0.8684 High Similarity NPC253561
0.8684 High Similarity NPC80088
0.8667 High Similarity NPC263582
0.863 High Similarity NPC84790
0.8553 High Similarity NPC97377
0.8537 High Similarity NPC48107
0.8514 High Similarity NPC35656
0.8462 Intermediate Similarity NPC172013
0.8442 Intermediate Similarity NPC62336
0.8434 Intermediate Similarity NPC36668
0.8434 Intermediate Similarity NPC118011
0.8415 Intermediate Similarity NPC471792
0.8375 Intermediate Similarity NPC64600
0.8354 Intermediate Similarity NPC119229
0.8354 Intermediate Similarity NPC473217
0.8333 Intermediate Similarity NPC134321
0.8333 Intermediate Similarity NPC281138
0.8312 Intermediate Similarity NPC197659
0.8312 Intermediate Similarity NPC74995
0.8293 Intermediate Similarity NPC472986
0.8293 Intermediate Similarity NPC472985
0.8293 Intermediate Similarity NPC472974
0.8289 Intermediate Similarity NPC476795
0.8272 Intermediate Similarity NPC476412
0.8235 Intermediate Similarity NPC475806
0.8235 Intermediate Similarity NPC116726
0.8228 Intermediate Similarity NPC469637
0.8228 Intermediate Similarity NPC271104
0.8228 Intermediate Similarity NPC104120
0.8228 Intermediate Similarity NPC157895
0.8228 Intermediate Similarity NPC148685
0.8214 Intermediate Similarity NPC309603
0.8214 Intermediate Similarity NPC473999
0.8214 Intermediate Similarity NPC472973
0.8214 Intermediate Similarity NPC472983
0.8205 Intermediate Similarity NPC19443
0.8205 Intermediate Similarity NPC179028
0.8205 Intermediate Similarity NPC476808
0.8182 Intermediate Similarity NPC180886
0.8148 Intermediate Similarity NPC251475
0.8148 Intermediate Similarity NPC110150
0.8148 Intermediate Similarity NPC105173
0.8148 Intermediate Similarity NPC169941
0.8148 Intermediate Similarity NPC49019
0.8148 Intermediate Similarity NPC66764
0.8118 Intermediate Similarity NPC128672
0.8101 Intermediate Similarity NPC152061
0.8095 Intermediate Similarity NPC72397
0.8077 Intermediate Similarity NPC165711
0.8077 Intermediate Similarity NPC61952
0.8077 Intermediate Similarity NPC203403
0.8072 Intermediate Similarity NPC194417
0.8072 Intermediate Similarity NPC476043
0.8049 Intermediate Similarity NPC251170
0.8049 Intermediate Similarity NPC40687
0.8046 Intermediate Similarity NPC8993
0.8046 Intermediate Similarity NPC196227
0.8028 Intermediate Similarity NPC174956
0.8026 Intermediate Similarity NPC180015
0.8026 Intermediate Similarity NPC130016
0.8026 Intermediate Similarity NPC56747
0.8026 Intermediate Similarity NPC109576
0.8025 Intermediate Similarity NPC193347
0.8025 Intermediate Similarity NPC92226
0.8023 Intermediate Similarity NPC472978
0.8023 Intermediate Similarity NPC473998
0.8 Intermediate Similarity NPC2482
0.8 Intermediate Similarity NPC472688
0.8 Intermediate Similarity NPC108955
0.8 Intermediate Similarity NPC472676
0.8 Intermediate Similarity NPC163020
0.8 Intermediate Similarity NPC74445
0.8 Intermediate Similarity NPC287817
0.8 Intermediate Similarity NPC471514
0.7976 Intermediate Similarity NPC476409
0.7976 Intermediate Similarity NPC181327
0.7976 Intermediate Similarity NPC136948
0.7975 Intermediate Similarity NPC475994
0.7975 Intermediate Similarity NPC178852
0.7975 Intermediate Similarity NPC189485
0.7975 Intermediate Similarity NPC198240
0.7975 Intermediate Similarity NPC297996
0.7975 Intermediate Similarity NPC74410
0.7955 Intermediate Similarity NPC259286
0.7955 Intermediate Similarity NPC271195
0.7955 Intermediate Similarity NPC476245
0.7952 Intermediate Similarity NPC70685
0.7952 Intermediate Similarity NPC476426
0.7949 Intermediate Similarity NPC470525
0.7945 Intermediate Similarity NPC103734
0.7931 Intermediate Similarity NPC69454
0.7931 Intermediate Similarity NPC109305
0.7927 Intermediate Similarity NPC97913
0.7922 Intermediate Similarity NPC470299
0.7907 Intermediate Similarity NPC48010
0.7907 Intermediate Similarity NPC473099
0.7901 Intermediate Similarity NPC471898
0.7901 Intermediate Similarity NPC470298
0.7901 Intermediate Similarity NPC477372
0.7901 Intermediate Similarity NPC44963
0.7901 Intermediate Similarity NPC278459
0.7901 Intermediate Similarity NPC121984
0.7901 Intermediate Similarity NPC55869
0.7901 Intermediate Similarity NPC472684
0.7895 Intermediate Similarity NPC23954
0.7887 Intermediate Similarity NPC194208
0.7887 Intermediate Similarity NPC79576
0.7887 Intermediate Similarity NPC282694
0.7882 Intermediate Similarity NPC471791
0.7882 Intermediate Similarity NPC471793
0.7867 Intermediate Similarity NPC469914
0.7865 Intermediate Similarity NPC249954
0.7857 Intermediate Similarity NPC179591
0.7857 Intermediate Similarity NPC472869
0.7857 Intermediate Similarity NPC276764
0.7857 Intermediate Similarity NPC472304
0.7857 Intermediate Similarity NPC473226
0.7857 Intermediate Similarity NPC472479
0.7857 Intermediate Similarity NPC472488
0.7848 Intermediate Similarity NPC132542
0.7841 Intermediate Similarity NPC472976
0.7841 Intermediate Similarity NPC299100
0.7841 Intermediate Similarity NPC472977
0.7838 Intermediate Similarity NPC278895
0.7838 Intermediate Similarity NPC263161
0.7831 Intermediate Similarity NPC472865
0.7831 Intermediate Similarity NPC144258
0.7831 Intermediate Similarity NPC30486
0.7831 Intermediate Similarity NPC164577
0.7821 Intermediate Similarity NPC39362
0.7821 Intermediate Similarity NPC114236
0.7821 Intermediate Similarity NPC476346
0.7816 Intermediate Similarity NPC472975
0.7816 Intermediate Similarity NPC63748
0.7816 Intermediate Similarity NPC233116
0.7792 Intermediate Similarity NPC220939
0.7792 Intermediate Similarity NPC186042
0.7792 Intermediate Similarity NPC265485
0.7791 Intermediate Similarity NPC473100
0.7791 Intermediate Similarity NPC472971
0.7791 Intermediate Similarity NPC262043
0.7791 Intermediate Similarity NPC472970
0.7778 Intermediate Similarity NPC170131
0.7778 Intermediate Similarity NPC81615
0.7778 Intermediate Similarity NPC45495
0.7778 Intermediate Similarity NPC306095
0.7753 Intermediate Similarity NPC316215
0.7753 Intermediate Similarity NPC180950
0.775 Intermediate Similarity NPC321514
0.7738 Intermediate Similarity NPC474083
0.7738 Intermediate Similarity NPC474853
0.7738 Intermediate Similarity NPC179006
0.7738 Intermediate Similarity NPC15807
0.7738 Intermediate Similarity NPC471224
0.7738 Intermediate Similarity NPC470574
0.7738 Intermediate Similarity NPC274724
0.7722 Intermediate Similarity NPC92080
0.7722 Intermediate Similarity NPC239758
0.7711 Intermediate Similarity NPC53733
0.7703 Intermediate Similarity NPC100719
0.7703 Intermediate Similarity NPC166791
0.7703 Intermediate Similarity NPC322035
0.7701 Intermediate Similarity NPC230332
0.7692 Intermediate Similarity NPC7382
0.7692 Intermediate Similarity NPC215050
0.7692 Intermediate Similarity NPC22134
0.7683 Intermediate Similarity NPC189237
0.7683 Intermediate Similarity NPC116797
0.7683 Intermediate Similarity NPC225515
0.7683 Intermediate Similarity NPC473420
0.7683 Intermediate Similarity NPC6663
0.7674 Intermediate Similarity NPC104560
0.7674 Intermediate Similarity NPC58271
0.7674 Intermediate Similarity NPC117122
0.7674 Intermediate Similarity NPC472802
0.7674 Intermediate Similarity NPC472870
0.7674 Intermediate Similarity NPC471722
0.7674 Intermediate Similarity NPC328539
0.7667 Intermediate Similarity NPC117133

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC472305 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
0.8293 Intermediate Similarity NPD4519 Discontinued
0.8293 Intermediate Similarity NPD4623 Approved
0.8025 Intermediate Similarity NPD4221 Approved
0.8025 Intermediate Similarity NPD4223 Phase 3
0.7857 Intermediate Similarity NPD3618 Phase 1
0.7831 Intermediate Similarity NPD4197 Approved
0.7778 Intermediate Similarity NPD4695 Discontinued
0.7738 Intermediate Similarity NPD5329 Approved
0.7703 Intermediate Similarity NPD7331 Phase 2
0.7647 Intermediate Similarity NPD4689 Approved
0.7647 Intermediate Similarity NPD4688 Approved
0.7647 Intermediate Similarity NPD4138 Approved
0.7647 Intermediate Similarity NPD4694 Approved
0.7647 Intermediate Similarity NPD5690 Phase 2
0.7647 Intermediate Similarity NPD5205 Approved
0.7647 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7647 Intermediate Similarity NPD4693 Phase 3
0.7647 Intermediate Similarity NPD4690 Approved
0.7647 Intermediate Similarity NPD5280 Approved
0.7619 Intermediate Similarity NPD3133 Approved
0.7619 Intermediate Similarity NPD3666 Approved
0.7619 Intermediate Similarity NPD3665 Phase 1
0.759 Intermediate Similarity NPD3667 Approved
0.7586 Intermediate Similarity NPD5328 Approved
0.7568 Intermediate Similarity NPD7341 Phase 2
0.7531 Intermediate Similarity NPD3617 Approved
0.7528 Intermediate Similarity NPD4202 Approved
0.7416 Intermediate Similarity NPD7515 Phase 2
0.7416 Intermediate Similarity NPD6079 Approved
0.7412 Intermediate Similarity NPD4786 Approved
0.7386 Intermediate Similarity NPD4753 Phase 2
0.7356 Intermediate Similarity NPD3573 Approved
0.7326 Intermediate Similarity NPD1696 Phase 3
0.7263 Intermediate Similarity NPD5211 Phase 2
0.7253 Intermediate Similarity NPD7748 Approved
0.7241 Intermediate Similarity NPD5279 Phase 3
0.7229 Intermediate Similarity NPD4195 Approved
0.7222 Intermediate Similarity NPD5281 Approved
0.7222 Intermediate Similarity NPD5284 Approved
0.7204 Intermediate Similarity NPD4755 Approved
0.7179 Intermediate Similarity NPD4137 Phase 3
0.7113 Intermediate Similarity NPD5141 Approved
0.7111 Intermediate Similarity NPD4096 Approved
0.7097 Intermediate Similarity NPD5222 Approved
0.7097 Intermediate Similarity NPD5221 Approved
0.7097 Intermediate Similarity NPD4697 Phase 3
0.7097 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7089 Intermediate Similarity NPD4691 Approved
0.7089 Intermediate Similarity NPD4747 Approved
0.7059 Intermediate Similarity NPD4692 Approved
0.7059 Intermediate Similarity NPD4139 Approved
0.7053 Intermediate Similarity NPD4700 Approved
0.7053 Intermediate Similarity NPD5286 Approved
0.7053 Intermediate Similarity NPD4696 Approved
0.7053 Intermediate Similarity NPD5285 Approved
0.7021 Intermediate Similarity NPD5173 Approved
0.7021 Intermediate Similarity NPD7902 Approved
0.7011 Intermediate Similarity NPD3668 Phase 3
0.7 Intermediate Similarity NPD7285 Clinical (unspecified phase)
0.6989 Remote Similarity NPD5210 Approved
0.6989 Remote Similarity NPD4629 Approved
0.6989 Remote Similarity NPD5695 Phase 3
0.6979 Remote Similarity NPD5223 Approved
0.6957 Remote Similarity NPD5133 Approved
0.6932 Remote Similarity NPD1694 Approved
0.6907 Remote Similarity NPD5224 Approved
0.6907 Remote Similarity NPD5225 Approved
0.6907 Remote Similarity NPD5226 Approved
0.6907 Remote Similarity NPD4633 Approved
0.6889 Remote Similarity NPD5208 Approved
0.6889 Remote Similarity NPD4518 Approved
0.6854 Remote Similarity NPD6409 Approved
0.6854 Remote Similarity NPD7334 Approved
0.6854 Remote Similarity NPD5330 Approved
0.6854 Remote Similarity NPD7146 Approved
0.6854 Remote Similarity NPD6684 Approved
0.6854 Remote Similarity NPD7521 Approved
0.6848 Remote Similarity NPD5693 Phase 1
0.6842 Remote Similarity NPD6084 Phase 2
0.6842 Remote Similarity NPD6083 Phase 2
0.6837 Remote Similarity NPD5174 Approved
0.6837 Remote Similarity NPD5175 Approved
0.6837 Remote Similarity NPD4754 Approved
0.6829 Remote Similarity NPD4687 Approved
0.6829 Remote Similarity NPD4058 Approved
0.6829 Remote Similarity NPD5733 Approved
0.6813 Remote Similarity NPD6904 Approved
0.6813 Remote Similarity NPD6673 Approved
0.6813 Remote Similarity NPD6080 Approved
0.679 Remote Similarity NPD5276 Approved
0.6782 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6774 Remote Similarity NPD6399 Phase 3
0.6771 Remote Similarity NPD5696 Approved
0.6757 Remote Similarity NPD287 Approved
0.6739 Remote Similarity NPD5692 Phase 3
0.6739 Remote Similarity NPD5207 Approved
0.6711 Remote Similarity NPD368 Approved
0.6705 Remote Similarity NPD4788 Approved
0.6703 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6703 Remote Similarity NPD6903 Approved
0.6703 Remote Similarity NPD5737 Approved
0.6703 Remote Similarity NPD6672 Approved
0.6702 Remote Similarity NPD6001 Approved
0.6702 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6702 Remote Similarity NPD7900 Approved
0.6701 Remote Similarity NPD7639 Approved
0.6701 Remote Similarity NPD7640 Approved
0.6701 Remote Similarity NPD6404 Discontinued
0.67 Remote Similarity NPD4767 Approved
0.67 Remote Similarity NPD5739 Approved
0.67 Remote Similarity NPD4768 Approved
0.67 Remote Similarity NPD6402 Approved
0.67 Remote Similarity NPD7128 Approved
0.67 Remote Similarity NPD6675 Approved
0.6667 Remote Similarity NPD6050 Approved
0.6667 Remote Similarity NPD6098 Approved
0.6667 Remote Similarity NPD5694 Approved
0.6634 Remote Similarity NPD5701 Approved
0.6634 Remote Similarity NPD5697 Approved
0.6632 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6625 Remote Similarity NPD3621 Clinical (unspecified phase)
0.6623 Remote Similarity NPD2664 Clinical (unspecified phase)
0.6598 Remote Similarity NPD7638 Approved
0.6596 Remote Similarity NPD5778 Approved
0.6596 Remote Similarity NPD5779 Approved
0.6585 Remote Similarity NPD4243 Approved
0.6575 Remote Similarity NPD342 Phase 1
0.6569 Remote Similarity NPD6011 Approved
0.6569 Remote Similarity NPD7320 Approved
0.6569 Remote Similarity NPD6881 Approved
0.6569 Remote Similarity NPD4730 Approved
0.6569 Remote Similarity NPD4729 Approved
0.6569 Remote Similarity NPD5128 Approved
0.6569 Remote Similarity NPD6899 Approved
0.6566 Remote Similarity NPD5091 Approved
0.6562 Remote Similarity NPD7614 Phase 1
0.6552 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6548 Remote Similarity NPD8264 Approved
0.6542 Remote Similarity NPD7115 Discovery
0.6505 Remote Similarity NPD6013 Approved
0.6505 Remote Similarity NPD6372 Approved
0.6505 Remote Similarity NPD6014 Approved
0.6505 Remote Similarity NPD6012 Approved
0.6505 Remote Similarity NPD6373 Approved
0.6471 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6442 Remote Similarity NPD5135 Approved
0.6442 Remote Similarity NPD5250 Approved
0.6442 Remote Similarity NPD6883 Approved
0.6442 Remote Similarity NPD7290 Approved
0.6442 Remote Similarity NPD5251 Approved
0.6442 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6442 Remote Similarity NPD5249 Phase 3
0.6442 Remote Similarity NPD7102 Approved
0.6442 Remote Similarity NPD5247 Approved
0.6442 Remote Similarity NPD5169 Approved
0.6442 Remote Similarity NPD4634 Approved
0.6442 Remote Similarity NPD5248 Approved
0.6437 Remote Similarity NPD7645 Phase 2
0.6429 Remote Similarity NPD4225 Approved
0.6429 Remote Similarity NPD4784 Approved
0.6429 Remote Similarity NPD4785 Approved
0.642 Remote Similarity NPD5361 Clinical (unspecified phase)
0.642 Remote Similarity NPD5360 Phase 3
0.6413 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6408 Remote Similarity NPD5168 Approved
0.6404 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6395 Remote Similarity NPD4756 Discovery
0.6381 Remote Similarity NPD5215 Approved
0.6381 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6381 Remote Similarity NPD6869 Approved
0.6381 Remote Similarity NPD6650 Approved
0.6381 Remote Similarity NPD8130 Phase 1
0.6381 Remote Similarity NPD5216 Approved
0.6381 Remote Similarity NPD5127 Approved
0.6381 Remote Similarity NPD5217 Approved
0.6381 Remote Similarity NPD6617 Approved
0.6381 Remote Similarity NPD6649 Approved
0.6381 Remote Similarity NPD6847 Approved
0.6374 Remote Similarity NPD5363 Approved
0.6374 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6364 Remote Similarity NPD7525 Registered
0.6353 Remote Similarity NPD6942 Approved
0.6353 Remote Similarity NPD7339 Approved
0.6353 Remote Similarity NPD5275 Approved
0.6353 Remote Similarity NPD4190 Phase 3
0.6322 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6321 Remote Similarity NPD6882 Approved
0.6321 Remote Similarity NPD8297 Approved
0.6289 Remote Similarity NPD5654 Approved
0.6277 Remote Similarity NPD6101 Approved
0.6277 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6262 Remote Similarity NPD4632 Approved
0.6222 Remote Similarity NPD4269 Approved
0.6222 Remote Similarity NPD4270 Approved
0.6214 Remote Similarity NPD6008 Approved
0.6204 Remote Similarity NPD5167 Approved
0.619 Remote Similarity NPD4758 Discontinued
0.619 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6186 Remote Similarity NPD5122 Clinical (unspecified phase)
0.6162 Remote Similarity NPD5959 Approved

Structure

External Identifiers

PubChem CID   9991123
ChEMBL   CHEMBL3358076
ZINC  

Physicochemical Properties

Molecular Weight:  222.16
ALogP:  0.6301
MLogP:  2.78
XLogP:  1.73
# Rotatable Bonds:  5
Polar Surface Area:  37.3
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  16

Download Data

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