Natural Product: NPC312315

Natural Product ID:  NPC312315
Common Name:   Cordysinin A
IUPAC Name:   (3S,6R,8aS)-6-hydroxy-3-(2-methylpropyl)-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
Synonyms:   Cordysinin A
Molecular Formula:   C11H18N2O3
Standard InCHIKey:  HPHCHBVVCGFPNC-XHNCKOQMSA-N
Standard InCHI:  InChI=1S/C11H18N2O3/c1-6(2)5-7-11(16)13-8(10(15)12-7)3-4-9(13)14/h6-9,14H,3-5H2,1-2H3,(H,12,15)/t7-,8-,9+/m0/s1
Canonical SMILES:  CC(C[C@@H]1N=C(O)[C@H]2N(C1=O)[C@H](O)CC2)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
NPO30270 Cordyceps sinensis Species Cordycipitaceae Eukaryota PMID[21848266]
NPO30270 Cordyceps sinensis Species Cordycipitaceae Eukaryota mycelium PMID[21848266]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 13.02 ug/ml 21848266
NPT2 Others Unspecified IC50 = 11.34 ug/ml 21848266

  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 NPC312315 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
0.9306 High Similarity NPC256312
0.9306 High Similarity NPC266888
0.9306 High Similarity NPC161774
0.9211 High Similarity NPC470783
0.9041 High Similarity NPC209156
0.9028 High Similarity NPC196007
0.9028 High Similarity NPC76297
0.9028 High Similarity NPC214532
0.8333 Intermediate Similarity NPC84182
0.8333 Intermediate Similarity NPC128005
0.8289 Intermediate Similarity NPC126186
0.8267 Intermediate Similarity NPC470781
0.8 Intermediate Similarity NPC31756
0.7917 Intermediate Similarity NPC243964
0.7901 Intermediate Similarity NPC476243
0.7901 Intermediate Similarity NPC476117
0.7901 Intermediate Similarity NPC476137
0.7901 Intermediate Similarity NPC476156
0.7848 Intermediate Similarity NPC470782
0.7805 Intermediate Similarity NPC476302
0.7805 Intermediate Similarity NPC475542
0.7558 Intermediate Similarity NPC477539
0.7531 Intermediate Similarity NPC59867
0.7416 Intermediate Similarity NPC474593
0.7416 Intermediate Similarity NPC475801
0.7333 Intermediate Similarity NPC474576
0.7284 Intermediate Similarity NPC327272
0.7253 Intermediate Similarity NPC471098
0.7253 Intermediate Similarity NPC173763
0.7253 Intermediate Similarity NPC62263
0.7093 Intermediate Similarity NPC53858
0.7093 Intermediate Similarity NPC84128
0.697 Remote Similarity NPC128303
0.6957 Remote Similarity NPC477538
0.6947 Remote Similarity NPC47076
0.6947 Remote Similarity NPC473597
0.6947 Remote Similarity NPC134504
0.69 Remote Similarity NPC241394
0.6804 Remote Similarity NPC475440
0.6739 Remote Similarity NPC275715
0.6667 Remote Similarity NPC322274
0.6628 Remote Similarity NPC325902
0.6627 Remote Similarity NPC29326
0.6569 Remote Similarity NPC475637
0.6556 Remote Similarity NPC472351
0.6535 Remote Similarity NPC476877
0.6517 Remote Similarity NPC184473
0.65 Remote Similarity NPC287693
0.6465 Remote Similarity NPC220234
0.6465 Remote Similarity NPC475758
0.6438 Remote Similarity NPC137327
0.6436 Remote Similarity NPC475149
0.6436 Remote Similarity NPC471097
0.641 Remote Similarity NPC314510
0.6408 Remote Similarity NPC476876
0.6404 Remote Similarity NPC23984
0.64 Remote Similarity NPC475791
0.64 Remote Similarity NPC13175
0.6353 Remote Similarity NPC320221
0.6333 Remote Similarity NPC6902
0.6322 Remote Similarity NPC329077
0.6311 Remote Similarity NPC323720
0.6296 Remote Similarity NPC471202
0.6296 Remote Similarity NPC63191
0.6289 Remote Similarity NPC301010
0.6286 Remote Similarity NPC207820
0.6275 Remote Similarity NPC5864
0.6275 Remote Similarity NPC301148
0.6275 Remote Similarity NPC124554
0.6224 Remote Similarity NPC280066
0.6214 Remote Similarity NPC198344
0.6186 Remote Similarity NPC315237
0.6162 Remote Similarity NPC117829
0.6154 Remote Similarity NPC284456
0.6154 Remote Similarity NPC124549
0.6132 Remote Similarity NPC67009
0.6129 Remote Similarity NPC325723
0.6111 Remote Similarity NPC87359
0.6111 Remote Similarity NPC476875
0.6111 Remote Similarity NPC180402
0.6105 Remote Similarity NPC473495
0.6105 Remote Similarity NPC324506
0.6087 Remote Similarity NPC235078
0.6049 Remote Similarity NPC57420
0.6042 Remote Similarity NPC322966
0.6042 Remote Similarity NPC155230
0.6036 Remote Similarity NPC296043
0.5982 Remote Similarity NPC329216
0.5981 Remote Similarity NPC171734
0.598 Remote Similarity NPC475188
0.5976 Remote Similarity NPC160661
0.5976 Remote Similarity NPC128559
0.5965 Remote Similarity NPC470652
0.5949 Remote Similarity NPC321468
0.5949 Remote Similarity NPC327748
0.5926 Remote Similarity NPC105297
0.5918 Remote Similarity NPC476019
0.5913 Remote Similarity NPC160688
0.5913 Remote Similarity NPC315188
0.5897 Remote Similarity NPC317147
0.5897 Remote Similarity NPC470654
0.5897 Remote Similarity NPC470650
0.5897 Remote Similarity NPC470653
0.5877 Remote Similarity NPC469899
0.5875 Remote Similarity NPC329564
0.5875 Remote Similarity NPC327170
0.5872 Remote Similarity NPC251122
0.5867 Remote Similarity NPC322946
0.5867 Remote Similarity NPC471131
0.5842 Remote Similarity NPC469739
0.5806 Remote Similarity NPC246005
0.5783 Remote Similarity NPC41429
0.5765 Remote Similarity NPC250953
0.5765 Remote Similarity NPC306696
0.575 Remote Similarity NPC317143
0.575 Remote Similarity NPC316826
0.5714 Remote Similarity NPC191774
0.5714 Remote Similarity NPC175726
0.5714 Remote Similarity NPC6975
0.5714 Remote Similarity NPC474082
0.5696 Remote Similarity NPC318260
0.5688 Remote Similarity NPC296143
0.5678 Remote Similarity NPC50520
0.567 Remote Similarity NPC163352
0.567 Remote Similarity NPC210456
0.5652 Remote Similarity NPC285926
0.5652 Remote Similarity NPC14672
0.5652 Remote Similarity NPC315276
0.5638 Remote Similarity NPC319753
0.5631 Remote Similarity NPC313821
0.5631 Remote Similarity NPC144780
0.562 Remote Similarity NPC470651
0.562 Remote Similarity NPC470655
0.5618 Remote Similarity NPC263281
0.5612 Remote Similarity NPC168017
0.5603 Remote Similarity NPC477237

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC312315 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
0.8375 Intermediate Similarity NPD2683 Discontinued
0.7765 Intermediate Similarity NPD3723 Clinical (unspecified phase)
0.7711 Intermediate Similarity NPD1125 Discovery
0.759 Intermediate Similarity NPD7762 Phase 2
0.759 Intermediate Similarity NPD7763 Phase 2
0.7558 Intermediate Similarity NPD7760 Phase 2
0.7558 Intermediate Similarity NPD7759 Phase 2
0.7403 Intermediate Similarity NPD322 Phase 1
0.7391 Intermediate Similarity NPD7841 Clinical (unspecified phase)
0.7308 Intermediate Similarity NPD620 Approved
0.7234 Intermediate Similarity NPD8038 Phase 2
0.7 Intermediate Similarity NPD3177 Phase 3
0.6869 Remote Similarity NPD6122 Discontinued
0.6849 Remote Similarity NPD1456 Approved
0.6774 Remote Similarity NPD4261 Phase 1
0.6596 Remote Similarity NPD4780 Clinical (unspecified phase)
0.6556 Remote Similarity NPD9577 Approved
0.6552 Remote Similarity NPD4815 Discontinued
0.6533 Remote Similarity NPD9425 Approved
0.6413 Remote Similarity NPD5791 Phase 2
0.6386 Remote Similarity NPD9649 Approved
0.6386 Remote Similarity NPD1439 Clinical (unspecified phase)
0.625 Remote Similarity NPD5792 Clinical (unspecified phase)
0.625 Remote Similarity NPD2682 Approved
0.62 Remote Similarity NPD3715 Approved
0.62 Remote Similarity NPD3714 Approved
0.62 Remote Similarity NPD3713 Approved
0.619 Remote Similarity NPD2220 Clinical (unspecified phase)
0.6047 Remote Similarity NPD265 Phase 3
0.6047 Remote Similarity NPD266 Phase 3
0.6038 Remote Similarity NPD6937 Approved
0.5949 Remote Similarity NPD9670 Phase 2
0.5949 Remote Similarity NPD9671 Phase 2
0.5943 Remote Similarity NPD1385 Discontinued
0.5941 Remote Similarity NPD1784 Approved
0.5897 Remote Similarity NPD583 Approved
0.5897 Remote Similarity NPD584 Approved
0.5897 Remote Similarity NPD581 Approved
0.5897 Remote Similarity NPD843 Clinical (unspecified phase)
0.589 Remote Similarity NPD362 Phase 1
0.587 Remote Similarity NPD612 Discontinued
0.5867 Remote Similarity NPD9441 Phase 2
0.5851 Remote Similarity NPD3733 Clinical (unspecified phase)
0.5769 Remote Similarity NPD5359 Clinical (unspecified phase)
0.5761 Remote Similarity NPD9578 Clinical (unspecified phase)
0.575 Remote Similarity NPD8951 Approved
0.5714 Remote Similarity NPD4278 Clinical (unspecified phase)
0.5714 Remote Similarity NPD841 Approved
0.57 Remote Similarity NPD6699 Clinical (unspecified phase)
0.5673 Remote Similarity NPD4825 Clinical (unspecified phase)
0.567 Remote Similarity NPD3176 Clinical (unspecified phase)
0.5647 Remote Similarity NPD9666 Clinical (unspecified phase)
0.5647 Remote Similarity NPD2263 Discontinued
0.5647 Remote Similarity NPD9665 Clinical (unspecified phase)
0.5631 Remote Similarity NPD3191 Approved
0.5631 Remote Similarity NPD3189 Approved
0.5631 Remote Similarity NPD3190 Approved
0.5625 Remote Similarity NPD9401 Discovery
0.5607 Remote Similarity NPD2633 Phase 1
0.5604 Remote Similarity NPD9199 Approved
0.56 Remote Similarity NPD251 Approved
0.56 Remote Similarity NPD8950 Approved

Structure

External Identifiers

PubChem CID   54671997
ChEMBL   CHEMBL1822158
ZINC  

Physicochemical Properties

Molecular Weight:  226.13
ALogP:  -1.1062
MLogP:  2.12
XLogP:  0.701
# Rotatable Bonds:  6
Polar Surface Area:  73.13
# H-Bond Aceptor:  5
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  16

Download Data

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Structure MOL file  
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Similar NPs/Drugs