Natural Product: NPC477160

Natural Product ID:  NPC477160
Common Name:   n.a.
IUPAC Name:  
Synonyms:  
Molecular Formula:   C21H28N2O6
Standard InCHIKey:  OYNGPTMOJVLTLS-UMKQTHISSA-N
Standard InCHI:  InChI=1S/C21H28N2O6/c1-11(24)21(26)10-22-16-8-20(18-7-15(21)13(16)9-29-18)14-5-4-12(27-2)6-17(14)23(28-3)19(20)25/h4-6,11,13,15-16,18,22,24,26H,7-10H2,1-3H3/t11?,13-,15+,16-,18+,20-,21-/m0/s1
Canonical SMILES:  CON1c2cc(OC)ccc2[C@@]2(C1=O)C[C@@H]1NC[C@]([C@@H]3C[C@H]2OC[C@H]13)(O)C(O)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
NPO21995 Gelsemium elegans Species Gelsemiaceae Eukaryota leaves and vine stems Xishuangbanna Tropical Botanical Garden (XTBG), Chinese Academy of Science (CAS), Mengla County, Yunnan Province, China 2009-OCT PMID[26103517]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT113 Cell Line RAW264.7 Mus musculus IC50 > 25000 nM 26103517

  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 NPC477160 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
0.9297 High Similarity NPC230313
0.8989 High Similarity NPC243626
0.8877 High Similarity NPC473008
0.8783 High Similarity NPC473004
0.8673 High Similarity NPC14339
0.8663 High Similarity NPC473007
0.8629 High Similarity NPC477161
0.8457 Intermediate Similarity NPC477159
0.809 Intermediate Similarity NPC100863
0.8068 Intermediate Similarity NPC473006
0.7919 Intermediate Similarity NPC474059
0.7915 Intermediate Similarity NPC77777
0.7903 Intermediate Similarity NPC176983
0.7868 Intermediate Similarity NPC284706
0.7843 Intermediate Similarity NPC473005
0.784 Intermediate Similarity NPC318525
0.784 Intermediate Similarity NPC10653
0.7833 Intermediate Similarity NPC67904
0.7767 Intermediate Similarity NPC87714
0.7713 Intermediate Similarity NPC286871
0.7696 Intermediate Similarity NPC122886
0.7688 Intermediate Similarity NPC29285
0.7678 Intermediate Similarity NPC10732
0.765 Intermediate Similarity NPC473569
0.7623 Intermediate Similarity NPC291173
0.7608 Intermediate Similarity NPC478075
0.7606 Intermediate Similarity NPC189661
0.7594 Intermediate Similarity NPC159815
0.7594 Intermediate Similarity NPC127996
0.7545 Intermediate Similarity NPC473458
0.7534 Intermediate Similarity NPC19175
0.7488 Intermediate Similarity NPC234772
0.7488 Intermediate Similarity NPC138830
0.7478 Intermediate Similarity NPC470784
0.7477 Intermediate Similarity NPC128476
0.7476 Intermediate Similarity NPC246140
0.7476 Intermediate Similarity NPC195787
0.7465 Intermediate Similarity NPC288110
0.7465 Intermediate Similarity NPC219397
0.7455 Intermediate Similarity NPC473105
0.7455 Intermediate Similarity NPC231924
0.7454 Intermediate Similarity NPC195636
0.7404 Intermediate Similarity NPC127178
0.7402 Intermediate Similarity NPC204970
0.7401 Intermediate Similarity NPC470785
0.74 Intermediate Similarity NPC245741
0.7395 Intermediate Similarity NPC217903
0.7387 Intermediate Similarity NPC471513
0.7364 Intermediate Similarity NPC148124
0.736 Intermediate Similarity NPC129624
0.7357 Intermediate Similarity NPC184680
0.7353 Intermediate Similarity NPC22476
0.7352 Intermediate Similarity NPC476069
0.7349 Intermediate Similarity NPC116178
0.7343 Intermediate Similarity NPC475559
0.7336 Intermediate Similarity NPC269449
0.7321 Intermediate Similarity NPC477397
0.7318 Intermediate Similarity NPC46259
0.7318 Intermediate Similarity NPC99724
0.7309 Intermediate Similarity NPC248903
0.7309 Intermediate Similarity NPC470480
0.7304 Intermediate Similarity NPC469722
0.7294 Intermediate Similarity NPC126556
0.7292 Intermediate Similarity NPC472102
0.7292 Intermediate Similarity NPC309531
0.7277 Intermediate Similarity NPC74216
0.7269 Intermediate Similarity NPC119722
0.7269 Intermediate Similarity NPC470482
0.7269 Intermediate Similarity NPC470481
0.7265 Intermediate Similarity NPC26928
0.7265 Intermediate Similarity NPC266994
0.726 Intermediate Similarity NPC469594
0.7251 Intermediate Similarity NPC474077
0.7241 Intermediate Similarity NPC282092
0.7235 Intermediate Similarity NPC321166
0.7229 Intermediate Similarity NPC477395
0.722 Intermediate Similarity NPC174629
0.722 Intermediate Similarity NPC105055
0.722 Intermediate Similarity NPC22689
0.7198 Intermediate Similarity NPC470485
0.7196 Intermediate Similarity NPC198160
0.7184 Intermediate Similarity NPC203628
0.7183 Intermediate Similarity NPC475147
0.7177 Intermediate Similarity NPC302548
0.7177 Intermediate Similarity NPC161804
0.7174 Intermediate Similarity NPC474183
0.717 Intermediate Similarity NPC1464
0.7168 Intermediate Similarity NPC470821
0.7167 Intermediate Similarity NPC477393
0.7165 Intermediate Similarity NPC472101
0.7165 Intermediate Similarity NPC472120
0.7162 Intermediate Similarity NPC154922
0.7157 Intermediate Similarity NPC262725
0.7149 Intermediate Similarity NPC222046
0.7149 Intermediate Similarity NPC37957
0.7143 Intermediate Similarity NPC475816
0.7143 Intermediate Similarity NPC82541
0.7136 Intermediate Similarity NPC283207
0.7136 Intermediate Similarity NPC13367
0.713 Intermediate Similarity NPC250960
0.713 Intermediate Similarity NPC71539
0.713 Intermediate Similarity NPC475133
0.7123 Intermediate Similarity NPC232600
0.7122 Intermediate Similarity NPC21425
0.7113 Intermediate Similarity NPC143457
0.7111 Intermediate Similarity NPC476436
0.7106 Intermediate Similarity NPC477396
0.7105 Intermediate Similarity NPC475720
0.7105 Intermediate Similarity NPC474192
0.7103 Intermediate Similarity NPC470484
0.7101 Intermediate Similarity NPC470483
0.71 Intermediate Similarity NPC301501
0.7095 Intermediate Similarity NPC472191
0.7094 Intermediate Similarity NPC329932
0.7092 Intermediate Similarity NPC472106
0.7085 Intermediate Similarity NPC329830
0.7082 Intermediate Similarity NPC469452
0.7082 Intermediate Similarity NPC469451
0.7078 Intermediate Similarity NPC469592
0.7078 Intermediate Similarity NPC471080
0.7069 Intermediate Similarity NPC469450
0.7056 Intermediate Similarity NPC41216
0.7054 Intermediate Similarity NPC251071
0.7048 Intermediate Similarity NPC303214
0.7033 Intermediate Similarity NPC203972
0.7027 Intermediate Similarity NPC473041
0.7026 Intermediate Similarity NPC151171
0.7019 Intermediate Similarity NPC28510
0.7018 Intermediate Similarity NPC476651
0.7018 Intermediate Similarity NPC25961
0.7014 Intermediate Similarity NPC470001
0.7014 Intermediate Similarity NPC470002
0.7009 Intermediate Similarity NPC113455
0.7005 Intermediate Similarity NPC477186
0.7005 Intermediate Similarity NPC475910
0.7 Intermediate Similarity NPC73280
0.6996 Remote Similarity NPC153923
0.6995 Remote Similarity NPC39822
0.6991 Remote Similarity NPC21638
0.699 Remote Similarity NPC472117
0.6977 Remote Similarity NPC473460
0.6972 Remote Similarity NPC168250
0.6957 Remote Similarity NPC476429
0.6957 Remote Similarity NPC139373
0.6951 Remote Similarity NPC303658
0.6948 Remote Similarity NPC241263
0.6943 Remote Similarity NPC223242
0.6934 Remote Similarity NPC272706
0.693 Remote Similarity NPC288759
0.6923 Remote Similarity NPC217294
0.692 Remote Similarity NPC108826
0.692 Remote Similarity NPC120239
0.6919 Remote Similarity NPC469479
0.6919 Remote Similarity NPC70172
0.6916 Remote Similarity NPC477394
0.691 Remote Similarity NPC131977
0.6906 Remote Similarity NPC305984
0.6905 Remote Similarity NPC206109
0.6905 Remote Similarity NPC114039
0.6904 Remote Similarity NPC85651
0.6898 Remote Similarity NPC207971
0.6897 Remote Similarity NPC160113
0.6897 Remote Similarity NPC476220
0.6895 Remote Similarity NPC469589
0.6888 Remote Similarity NPC160931
0.6888 Remote Similarity NPC37205
0.6884 Remote Similarity NPC279527
0.6884 Remote Similarity NPC214960
0.6866 Remote Similarity NPC268077
0.6866 Remote Similarity NPC301292
0.6866 Remote Similarity NPC313112
0.6864 Remote Similarity NPC474366
0.6863 Remote Similarity NPC99043
0.6863 Remote Similarity NPC218594
0.6857 Remote Similarity NPC25401
0.6857 Remote Similarity NPC1820
0.6854 Remote Similarity NPC90967
0.6853 Remote Similarity NPC471303
0.6852 Remote Similarity NPC15987
0.6849 Remote Similarity NPC205926
0.6846 Remote Similarity NPC189079
0.6845 Remote Similarity NPC314659
0.6842 Remote Similarity NPC230098
0.6833 Remote Similarity NPC295479
0.6833 Remote Similarity NPC220241
0.6832 Remote Similarity NPC96901
0.6829 Remote Similarity NPC70092
0.6829 Remote Similarity NPC474470
0.6827 Remote Similarity NPC475981
0.6827 Remote Similarity NPC474746
0.6826 Remote Similarity NPC311906
0.6826 Remote Similarity NPC194740
0.6822 Remote Similarity NPC234933
0.6822 Remote Similarity NPC71124
0.6818 Remote Similarity NPC471561
0.681 Remote Similarity NPC473486
0.681 Remote Similarity NPC475316
0.681 Remote Similarity NPC5630
0.6806 Remote Similarity NPC472329
0.6806 Remote Similarity NPC472330

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC477160 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
0.7536 Intermediate Similarity NPD6238 Discontinued
0.7433 Intermediate Similarity NPD814 Clinical (unspecified phase)
0.7352 Intermediate Similarity NPD3437 Discontinued
0.7333 Intermediate Similarity NPD5183 Approved
0.7333 Intermediate Similarity NPD5186 Approved
0.7323 Intermediate Similarity NPD5334 Clinical (unspecified phase)
0.7285 Intermediate Similarity NPD6824 Clinical (unspecified phase)
0.7264 Intermediate Similarity NPD5102 Clinical (unspecified phase)
0.7252 Intermediate Similarity NPD3912 Discontinued
0.7121 Intermediate Similarity NPD2216 Approved
0.7121 Intermediate Similarity NPD2215 Approved
0.7107 Intermediate Similarity NPD6457 Approved
0.7093 Intermediate Similarity NPD4981 Phase 2
0.7081 Intermediate Similarity NPD7256 Discontinued
0.7048 Intermediate Similarity NPD5582 Discontinued
0.703 Intermediate Similarity NPD7479 Phase 2
0.7024 Intermediate Similarity NPD6021 Clinical (unspecified phase)
0.7023 Intermediate Similarity NPD1294 Discontinued
0.7023 Intermediate Similarity NPD6644 Discontinued
0.7005 Intermediate Similarity NPD6608 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD6723 Discontinued
0.6991 Remote Similarity NPD7174 Clinical (unspecified phase)
0.699 Remote Similarity NPD3154 Approved
0.699 Remote Similarity NPD3153 Approved
0.6971 Remote Similarity NPD2843 Phase 2
0.6971 Remote Similarity NPD2845 Phase 2
0.6963 Remote Similarity NPD7476 Discontinued
0.6954 Remote Similarity NPD6533 Clinical (unspecified phase)
0.6938 Remote Similarity NPD3808 Clinical (unspecified phase)
0.6934 Remote Similarity NPD7238 Clinical (unspecified phase)
0.693 Remote Similarity NPD6795 Clinical (unspecified phase)
0.692 Remote Similarity NPD8359 Phase 2
0.6916 Remote Similarity NPD7821 Clinical (unspecified phase)
0.6905 Remote Similarity NPD3479 Discontinued
0.6901 Remote Similarity NPD4668 Phase 2
0.6898 Remote Similarity NPD7064 Clinical (unspecified phase)
0.689 Remote Similarity NPD5896 Clinical (unspecified phase)
0.6884 Remote Similarity NPD2041 Clinical (unspecified phase)
0.6884 Remote Similarity NPD2042 Clinical (unspecified phase)
0.6875 Remote Similarity NPD3863 Clinical (unspecified phase)
0.6872 Remote Similarity NPD7820 Phase 3
0.686 Remote Similarity NPD6851 Approved
0.686 Remote Similarity NPD6853 Approved
0.6858 Remote Similarity NPD7805 Phase 3
0.6837 Remote Similarity NPD6519 Phase 2
0.6837 Remote Similarity NPD1769 Discontinued
0.6835 Remote Similarity NPD3003 Approved
0.683 Remote Similarity NPD3949 Clinical (unspecified phase)
0.6829 Remote Similarity NPD6211 Clinical (unspecified phase)
0.6829 Remote Similarity NPD6297 Approved
0.6822 Remote Similarity NPD5071 Phase 2
0.682 Remote Similarity NPD7597 Clinical (unspecified phase)
0.6812 Remote Similarity NPD7186 Phase 3
0.6808 Remote Similarity NPD7880 Clinical (unspecified phase)
0.68 Remote Similarity NPD2904 Discontinued
0.6796 Remote Similarity NPD7149 Clinical (unspecified phase)
0.6794 Remote Similarity NPD6793 Clinical (unspecified phase)
0.6791 Remote Similarity NPD6874 Approved
0.6789 Remote Similarity NPD4467 Phase 2
0.6789 Remote Similarity NPD4465 Phase 2
0.6776 Remote Similarity NPD4604 Approved
0.6776 Remote Similarity NPD4605 Approved
0.6768 Remote Similarity NPD3560 Approved
0.6768 Remote Similarity NPD3557 Approved
0.6768 Remote Similarity NPD3559 Clinical (unspecified phase)
0.6768 Remote Similarity NPD3558 Approved
0.6768 Remote Similarity NPD3556 Approved
0.6765 Remote Similarity NPD5603 Clinical (unspecified phase)
0.6759 Remote Similarity NPD7255 Clinical (unspecified phase)
0.6745 Remote Similarity NPD5937 Approved
0.6733 Remote Similarity NPD4166 Phase 2
0.6732 Remote Similarity NPD5312 Approved
0.6732 Remote Similarity NPD5313 Approved
0.6731 Remote Similarity NPD5895 Clinical (unspecified phase)
0.673 Remote Similarity NPD4258 Approved
0.673 Remote Similarity NPD4259 Approved
0.6719 Remote Similarity NPD3122 Phase 3
0.6717 Remote Similarity NPD5294 Clinical (unspecified phase)
0.6715 Remote Similarity NPD5192 Clinical (unspecified phase)
0.6714 Remote Similarity NPD4084 Clinical (unspecified phase)
0.6713 Remote Similarity NPD1768 Approved
0.6712 Remote Similarity NPD7891 Discontinued
0.6709 Remote Similarity NPD7558 Phase 2
0.6701 Remote Similarity NPD6677 Suspended
0.6698 Remote Similarity NPD6656 Clinical (unspecified phase)
0.6696 Remote Similarity NPD2899 Discontinued
0.6693 Remote Similarity NPD8459 Approved
0.6693 Remote Similarity NPD8363 Approved
0.6693 Remote Similarity NPD8460 Approved
0.6693 Remote Similarity NPD8364 Approved
0.6683 Remote Similarity NPD6107 Approved
0.6683 Remote Similarity NPD3511 Discontinued
0.6682 Remote Similarity NPD5620 Clinical (unspecified phase)
0.6681 Remote Similarity NPD6997 Phase 2
0.6667 Remote Similarity NPD6878 Phase 2
0.6667 Remote Similarity NPD7426 Phase 1
0.6667 Remote Similarity NPD8467 Approved
0.6667 Remote Similarity NPD5715 Clinical (unspecified phase)
0.6667 Remote Similarity NPD3451 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5293 Phase 2
0.6667 Remote Similarity NPD6879 Phase 2
0.6667 Remote Similarity NPD5902 Approved
0.6667 Remote Similarity NPD8465 Approved
0.6667 Remote Similarity NPD5903 Approved
0.6667 Remote Similarity NPD8466 Approved
0.6667 Remote Similarity NPD4679 Discontinued
0.6653 Remote Similarity NPD6517 Phase 3
0.6651 Remote Similarity NPD7629 Clinical (unspecified phase)
0.6651 Remote Similarity NPD7630 Phase 3
0.6651 Remote Similarity NPD7628 Phase 3
0.664 Remote Similarity NPD7955 Approved
0.664 Remote Similarity NPD8365 Clinical (unspecified phase)
0.664 Remote Similarity NPD7956 Approved
0.6639 Remote Similarity NPD7859 Phase 2
0.6638 Remote Similarity NPD7556 Discontinued
0.6637 Remote Similarity NPD8149 Discontinued
0.6636 Remote Similarity NPD5547 Clinical (unspecified phase)
0.6636 Remote Similarity NPD5150 Phase 2
0.6636 Remote Similarity NPD4539 Phase 1
0.6626 Remote Similarity NPD8255 Phase 2
0.6622 Remote Similarity NPD8027 Approved
0.6622 Remote Similarity NPD4082 Approved
0.662 Remote Similarity NPD5525 Clinical (unspecified phase)
0.662 Remote Similarity NPD5641 Discontinued
0.6618 Remote Similarity NPD4083 Discontinued
0.6618 Remote Similarity NPD5137 Approved
0.6618 Remote Similarity NPD5900 Clinical (unspecified phase)
0.6614 Remote Similarity NPD822 Approved
0.6608 Remote Similarity NPD3940 Clinical (unspecified phase)
0.6599 Remote Similarity NPD6357 Discontinued
0.6594 Remote Similarity NPD7858 Clinical (unspecified phase)
0.6592 Remote Similarity NPD3592 Approved
0.6592 Remote Similarity NPD3591 Approved
0.6588 Remote Similarity NPD6339 Approved
0.6588 Remote Similarity NPD6340 Approved
0.6587 Remote Similarity NPD6654 Clinical (unspecified phase)
0.6579 Remote Similarity NPD5632 Approved
0.6578 Remote Similarity NPD4494 Approved
0.6578 Remote Similarity NPD4492 Approved
0.6577 Remote Similarity NPD6296 Discontinued
0.6575 Remote Similarity NPD3416 Discontinued
0.6575 Remote Similarity NPD6321 Discontinued
0.6574 Remote Similarity NPD7803 Approved
0.6574 Remote Similarity NPD7667 Clinical (unspecified phase)
0.6573 Remote Similarity NPD5928 Phase 1
0.657 Remote Similarity NPD3050 Clinical (unspecified phase)
0.657 Remote Similarity NPD5600 Discontinued
0.657 Remote Similarity NPD3793 Phase 3
0.657 Remote Similarity NPD5521 Clinical (unspecified phase)
0.6567 Remote Similarity NPD3899 Clinical (unspecified phase)
0.6564 Remote Similarity NPD8425 Approved
0.6564 Remote Similarity NPD8426 Approved
0.656 Remote Similarity NPD7811 Phase 3
0.656 Remote Similarity NPD7810 Phase 3
0.6557 Remote Similarity NPD6525 Clinical (unspecified phase)
0.6555 Remote Similarity NPD4846 Phase 2
0.6552 Remote Similarity NPD5823 Approved
0.655 Remote Similarity NPD5496 Approved
0.6547 Remote Similarity NPD4154 Approved
0.6537 Remote Similarity NPD8427 Approved
0.6537 Remote Similarity NPD8428 Approved
0.6537 Remote Similarity NPD2388 Discontinued
0.6537 Remote Similarity NPD8429 Approved
0.6535 Remote Similarity NPD1307 Phase 2
0.6535 Remote Similarity NPD1309 Phase 2
0.6533 Remote Similarity NPD4493 Discontinued
0.6533 Remote Similarity NPD4502 Phase 2
0.6524 Remote Similarity NPD4419 Clinical (unspecified phase)
0.6522 Remote Similarity NPD4498 Clinical (unspecified phase)
0.652 Remote Similarity NPD2249 Approved
0.652 Remote Similarity NPD2247 Approved
0.6514 Remote Similarity NPD5196 Approved
0.6514 Remote Similarity NPD5197 Approved
0.6514 Remote Similarity NPD5194 Approved
0.6511 Remote Similarity NPD7589 Clinical (unspecified phase)
0.6507 Remote Similarity NPD6293 Clinical (unspecified phase)
0.6505 Remote Similarity NPD2246 Approved
0.6505 Remote Similarity NPD2248 Approved
0.6505 Remote Similarity NPD6365 Clinical (unspecified phase)
0.6502 Remote Similarity NPD1392 Approved
0.6502 Remote Similarity NPD4596 Phase 1
0.6502 Remote Similarity NPD7584 Approved
0.65 Remote Similarity NPD7025 Clinical (unspecified phase)
0.6498 Remote Similarity NPD7922 Phase 1
0.6498 Remote Similarity NPD6625 Approved
0.6493 Remote Similarity NPD7281 Phase 3
0.6493 Remote Similarity NPD7280 Phase 3
0.6492 Remote Similarity NPD2239 Approved
0.6492 Remote Similarity NPD2240 Approved
0.6491 Remote Similarity NPD5562 Approved
0.6491 Remote Similarity NPD5561 Approved
0.6488 Remote Similarity NPD6071 Discontinued
0.6486 Remote Similarity NPD3946 Clinical (unspecified phase)
0.6481 Remote Similarity NPD7262 Phase 1
0.6481 Remote Similarity NPD4466 Phase 1
0.6481 Remote Similarity NPD7125 Discontinued
0.648 Remote Similarity NPD2874 Phase 2
0.6478 Remote Similarity NPD7194 Discontinued
0.6473 Remote Similarity NPD7417 Discontinued
0.6473 Remote Similarity NPD5938 Phase 3

Structure

External Identifiers

PubChem CID  
ChEMBL   CHEMBL3590589
ZINC  

Physicochemical Properties

Molecular Weight:  404.19
ALogP:  -3.2591
MLogP:  2.89
XLogP:  0.585
# Rotatable Bonds:  8
Polar Surface Area:  100.49
# H-Bond Aceptor:  5
# H-Bond Donor:  3
# Rings:  4
# Heavy Atoms:  29

Download Data

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