Natural Product: NPC477441

Natural Product ID:  NPC477441
Common Name:   n.a.
IUPAC Name:  
Synonyms:  
Molecular Formula:   C28H42O10
Standard InCHIKey:  WJSWULVNRNZNEC-CKSXMQKCSA-N
Standard InCHI:  InChI=1S/C28H42O10/c1-16-22(33)23(37-20(5)32)24-26(7,15-35-18(3)30)21(36-19(4)31)9-10-27(24,8)28(16)12-11-25(6,38-28)13-14-34-17(2)29/h16,21,23-24H,9-15H2,1-8H3/t16-,21-,23-,24+,25+,26+,27+,28-/m1/s1
Canonical SMILES:  CC(=O)OCC[C@]1(C)CC[C@@]2(O1)[C@H](C)C(=O)[C@H]([C@@H]1[C@]2(C)CC[C@H]([C@]1(C)COC(=O)C)OC(=O)C)OC(=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
NPO33600 Leonurus macranthus Species Lamiaceae Eukaryota aerial parts Huanren, Liaoning Province, China 2013-AUG PMID[26348503]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 48100 nM 26348503

  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 NPC477441 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
0.9524 High Similarity NPC477444
0.9524 High Similarity NPC477433
0.9524 High Similarity NPC477442
0.9412 High Similarity NPC216137
0.9405 High Similarity NPC477443
0.9405 High Similarity NPC477440
0.8864 High Similarity NPC474379
0.881 High Similarity NPC477434
0.8588 High Similarity NPC65133
0.8554 High Similarity NPC134227
0.8554 High Similarity NPC125366
0.8488 Intermediate Similarity NPC477445
0.8272 Intermediate Similarity NPC55508
0.8261 Intermediate Similarity NPC62407
0.8261 Intermediate Similarity NPC287354
0.8256 Intermediate Similarity NPC476721
0.8202 Intermediate Similarity NPC471221
0.8193 Intermediate Similarity NPC143250
0.8182 Intermediate Similarity NPC476717
0.8161 Intermediate Similarity NPC475689
0.8148 Intermediate Similarity NPC474755
0.8148 Intermediate Similarity NPC109510
0.8111 Intermediate Similarity NPC471459
0.8111 Intermediate Similarity NPC67653
0.8023 Intermediate Similarity NPC328639
0.8023 Intermediate Similarity NPC329490
0.8 Intermediate Similarity NPC221993
0.7978 Intermediate Similarity NPC83242
0.7976 Intermediate Similarity NPC471151
0.7955 Intermediate Similarity NPC237938
0.7955 Intermediate Similarity NPC219535
0.7955 Intermediate Similarity NPC9060
0.7955 Intermediate Similarity NPC181871
0.7865 Intermediate Similarity NPC473350
0.7865 Intermediate Similarity NPC474572
0.7865 Intermediate Similarity NPC477205
0.7857 Intermediate Similarity NPC474020
0.7849 Intermediate Similarity NPC476189
0.7841 Intermediate Similarity NPC15091
0.7802 Intermediate Similarity NPC236459
0.7802 Intermediate Similarity NPC476435
0.7802 Intermediate Similarity NPC226491
0.7802 Intermediate Similarity NPC477614
0.7791 Intermediate Similarity NPC275243
0.7778 Intermediate Similarity NPC243746
0.7778 Intermediate Similarity NPC88469
0.7766 Intermediate Similarity NPC309127
0.7766 Intermediate Similarity NPC247877
0.7766 Intermediate Similarity NPC477495
0.7765 Intermediate Similarity NPC307865
0.7753 Intermediate Similarity NPC473336
0.7753 Intermediate Similarity NPC473299
0.7753 Intermediate Similarity NPC471044
0.7727 Intermediate Similarity NPC13494
0.7717 Intermediate Similarity NPC61688
0.7717 Intermediate Similarity NPC200580
0.7708 Intermediate Similarity NPC266417
0.7684 Intermediate Similarity NPC217329
0.767 Intermediate Similarity NPC157476
0.7647 Intermediate Similarity NPC471046
0.7647 Intermediate Similarity NPC474242
0.7634 Intermediate Similarity NPC475211
0.7634 Intermediate Similarity NPC88337
0.7629 Intermediate Similarity NPC253995
0.7624 Intermediate Similarity NPC201908
0.7624 Intermediate Similarity NPC176949
0.7614 Intermediate Similarity NPC470154
0.7614 Intermediate Similarity NPC475743
0.7609 Intermediate Similarity NPC3032
0.7609 Intermediate Similarity NPC131104
0.7609 Intermediate Similarity NPC473319
0.7604 Intermediate Similarity NPC193785
0.7604 Intermediate Similarity NPC477264
0.7586 Intermediate Similarity NPC474754
0.7582 Intermediate Similarity NPC120395
0.7582 Intermediate Similarity NPC248216
0.7579 Intermediate Similarity NPC470424
0.7576 Intermediate Similarity NPC471254
0.7556 Intermediate Similarity NPC50438
0.7556 Intermediate Similarity NPC105895
0.7553 Intermediate Similarity NPC475878
0.7553 Intermediate Similarity NPC470230
0.7528 Intermediate Similarity NPC477446
0.7528 Intermediate Similarity NPC470155
0.7528 Intermediate Similarity NPC477447
0.7526 Intermediate Similarity NPC470632
0.7526 Intermediate Similarity NPC74466
0.75 Intermediate Similarity NPC473406
0.75 Intermediate Similarity NPC471253
0.75 Intermediate Similarity NPC470920
0.75 Intermediate Similarity NPC469985
0.75 Intermediate Similarity NPC1882
0.7475 Intermediate Similarity NPC298266
0.7475 Intermediate Similarity NPC236585
0.7475 Intermediate Similarity NPC259654
0.7473 Intermediate Similarity NPC476715
0.7471 Intermediate Similarity NPC475725
0.7449 Intermediate Similarity NPC474724
0.7449 Intermediate Similarity NPC474793
0.7447 Intermediate Similarity NPC470114
0.7426 Intermediate Similarity NPC327093
0.7423 Intermediate Similarity NPC163685
0.7423 Intermediate Similarity NPC475765
0.7423 Intermediate Similarity NPC116683
0.7423 Intermediate Similarity NPC235109
0.7423 Intermediate Similarity NPC476728
0.7419 Intermediate Similarity NPC476379
0.7416 Intermediate Similarity NPC470156
0.7416 Intermediate Similarity NPC71541
0.7407 Intermediate Similarity NPC84562
0.7404 Intermediate Similarity NPC100908
0.74 Intermediate Similarity NPC275990
0.74 Intermediate Similarity NPC470172
0.7396 Intermediate Similarity NPC477439
0.7391 Intermediate Similarity NPC474008
0.7391 Intermediate Similarity NPC474215
0.7391 Intermediate Similarity NPC475729
0.7391 Intermediate Similarity NPC302111
0.7386 Intermediate Similarity NPC73013
0.7383 Intermediate Similarity NPC173686
0.7383 Intermediate Similarity NPC16081
0.7383 Intermediate Similarity NPC213084
0.7383 Intermediate Similarity NPC475490
0.7383 Intermediate Similarity NPC190185
0.7379 Intermediate Similarity NPC153587
0.7379 Intermediate Similarity NPC289702
0.7379 Intermediate Similarity NPC208461
0.7379 Intermediate Similarity NPC316930
0.7374 Intermediate Similarity NPC293890
0.7368 Intermediate Similarity NPC476934
0.7368 Intermediate Similarity NPC52756
0.7363 Intermediate Similarity NPC319909
0.7363 Intermediate Similarity NPC34984
0.7363 Intermediate Similarity NPC25037
0.7358 Intermediate Similarity NPC94509
0.7353 Intermediate Similarity NPC50535
0.7347 Intermediate Similarity NPC253586
0.7347 Intermediate Similarity NPC469810
0.7347 Intermediate Similarity NPC474921
0.7347 Intermediate Similarity NPC96839
0.734 Intermediate Similarity NPC24705
0.734 Intermediate Similarity NPC471043
0.734 Intermediate Similarity NPC56962
0.7333 Intermediate Similarity NPC477284
0.7327 Intermediate Similarity NPC87927
0.732 Intermediate Similarity NPC82633
0.732 Intermediate Similarity NPC477437
0.732 Intermediate Similarity NPC305808
0.732 Intermediate Similarity NPC477438
0.732 Intermediate Similarity NPC17336
0.732 Intermediate Similarity NPC470229
0.7315 Intermediate Similarity NPC146432
0.7315 Intermediate Similarity NPC470778
0.7312 Intermediate Similarity NPC263802
0.7312 Intermediate Similarity NPC239938
0.7308 Intermediate Similarity NPC16657
0.7308 Intermediate Similarity NPC204652
0.7308 Intermediate Similarity NPC320475
0.7308 Intermediate Similarity NPC321661
0.7303 Intermediate Similarity NPC472951
0.7303 Intermediate Similarity NPC472943
0.7303 Intermediate Similarity NPC471217
0.7303 Intermediate Similarity NPC471216
0.73 Intermediate Similarity NPC476478
0.73 Intermediate Similarity NPC46848
0.7294 Intermediate Similarity NPC123122
0.7292 Intermediate Similarity NPC228700
0.7292 Intermediate Similarity NPC147272
0.7292 Intermediate Similarity NPC472148
0.7292 Intermediate Similarity NPC472147
0.729 Intermediate Similarity NPC143268
0.729 Intermediate Similarity NPC477465
0.729 Intermediate Similarity NPC268238
0.729 Intermediate Similarity NPC299849
0.729 Intermediate Similarity NPC45218
0.729 Intermediate Similarity NPC470116
0.729 Intermediate Similarity NPC323821
0.729 Intermediate Similarity NPC470115
0.7282 Intermediate Similarity NPC203974
0.7282 Intermediate Similarity NPC86852
0.7282 Intermediate Similarity NPC251824
0.7273 Intermediate Similarity NPC476294
0.7273 Intermediate Similarity NPC472144
0.7273 Intermediate Similarity NPC471038
0.7273 Intermediate Similarity NPC17183
0.7263 Intermediate Similarity NPC185529
0.7263 Intermediate Similarity NPC77756
0.7263 Intermediate Similarity NPC472146
0.7255 Intermediate Similarity NPC473701
0.7255 Intermediate Similarity NPC473526
0.7255 Intermediate Similarity NPC47281
0.7253 Intermediate Similarity NPC327451
0.7248 Intermediate Similarity NPC297179
0.7245 Intermediate Similarity NPC329910
0.7245 Intermediate Similarity NPC219353
0.7245 Intermediate Similarity NPC475785
0.7238 Intermediate Similarity NPC470622
0.7234 Intermediate Similarity NPC56777
0.7234 Intermediate Similarity NPC201607
0.7222 Intermediate Similarity NPC89929

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC477441 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
0.7475 Intermediate Similarity NPD1700 Approved
0.7379 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7079 Intermediate Similarity NPD6118 Approved
0.7079 Intermediate Similarity NPD6114 Approved
0.7079 Intermediate Similarity NPD6697 Approved
0.7079 Intermediate Similarity NPD6115 Approved
0.6977 Remote Similarity NPD5777 Approved
0.6966 Remote Similarity NPD6116 Phase 1
0.6932 Remote Similarity NPD3703 Phase 2
0.6857 Remote Similarity NPD7128 Approved
0.6857 Remote Similarity NPD6675 Approved
0.6857 Remote Similarity NPD6402 Approved
0.6857 Remote Similarity NPD5739 Approved
0.6854 Remote Similarity NPD6117 Approved
0.6822 Remote Similarity NPD6373 Approved
0.6822 Remote Similarity NPD6372 Approved
0.6814 Remote Similarity NPD6319 Approved
0.6754 Remote Similarity NPD6921 Approved
0.6729 Remote Similarity NPD6881 Approved
0.6729 Remote Similarity NPD7320 Approved
0.6729 Remote Similarity NPD6899 Approved
0.6724 Remote Similarity NPD7492 Approved
0.6698 Remote Similarity NPD6008 Approved
0.6697 Remote Similarity NPD6649 Approved
0.6697 Remote Similarity NPD6650 Approved
0.6696 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6616 Approved
0.6667 Remote Similarity NPD6059 Approved
0.6667 Remote Similarity NPD6054 Approved
0.6636 Remote Similarity NPD6882 Approved
0.6636 Remote Similarity NPD5701 Approved
0.6636 Remote Similarity NPD5697 Approved
0.6636 Remote Similarity NPD8297 Approved
0.6629 Remote Similarity NPD6113 Clinical (unspecified phase)
0.6628 Remote Similarity NPD229 Approved
0.661 Remote Similarity NPD8293 Discontinued
0.661 Remote Similarity NPD7078 Approved
0.6606 Remote Similarity NPD7290 Approved
0.6606 Remote Similarity NPD7102 Approved
0.6606 Remote Similarity NPD6883 Approved
0.6604 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6556 Remote Similarity NPD3702 Approved
0.6555 Remote Similarity NPD7736 Approved
0.6552 Remote Similarity NPD6370 Approved
0.6545 Remote Similarity NPD8130 Phase 1
0.6545 Remote Similarity NPD6617 Approved
0.6545 Remote Similarity NPD6847 Approved
0.6545 Remote Similarity NPD6869 Approved
0.6514 Remote Similarity NPD6014 Approved
0.6514 Remote Similarity NPD6012 Approved
0.6514 Remote Similarity NPD6013 Approved
0.6496 Remote Similarity NPD8328 Phase 3
0.6489 Remote Similarity NPD1780 Approved
0.6489 Remote Similarity NPD1779 Approved
0.6481 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6466 Remote Similarity NPD6015 Approved
0.6466 Remote Similarity NPD6016 Approved
0.6422 Remote Similarity NPD6011 Approved
0.641 Remote Similarity NPD5988 Approved
0.6404 Remote Similarity NPD4809 Clinical (unspecified phase)
0.6404 Remote Similarity NPD4808 Clinical (unspecified phase)
0.6396 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6364 Remote Similarity NPD6672 Approved
0.6364 Remote Similarity NPD5737 Approved
0.6364 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6364 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6337 Remote Similarity NPD8035 Phase 2
0.6337 Remote Similarity NPD8034 Phase 2
0.6306 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6292 Remote Similarity NPD4789 Approved
0.6283 Remote Similarity NPD4632 Approved
0.6279 Remote Similarity NPD9496 Clinical (unspecified phase)
0.6261 Remote Similarity NPD6009 Approved
0.625 Remote Similarity NPD5360 Phase 3
0.625 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6222 Remote Similarity NPD6081 Approved
0.6218 Remote Similarity NPD7604 Phase 2
0.6216 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6216 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6214 Remote Similarity NPD7900 Approved
0.6214 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6207 Remote Similarity NPD4224 Phase 2
0.619 Remote Similarity NPD4755 Approved
0.619 Remote Similarity NPD6084 Phase 2
0.619 Remote Similarity NPD6083 Phase 2
0.6186 Remote Similarity NPD5983 Phase 2
0.6174 Remote Similarity NPD6274 Approved
0.6162 Remote Similarity NPD6098 Approved
0.6161 Remote Similarity NPD4634 Approved
0.6154 Remote Similarity NPD7101 Approved
0.6154 Remote Similarity NPD7100 Approved
0.6148 Remote Similarity NPD6033 Approved
0.6147 Remote Similarity NPD4056 Clinical (unspecified phase)
0.6147 Remote Similarity NPD4057 Clinical (unspecified phase)
0.6139 Remote Similarity NPD6904 Approved
0.6139 Remote Similarity NPD6080 Approved
0.6139 Remote Similarity NPD6673 Approved
0.6117 Remote Similarity NPD6399 Phase 3
0.6116 Remote Similarity NPD6336 Discontinued
0.6111 Remote Similarity NPD8301 Approved
0.6111 Remote Similarity NPD4244 Approved
0.6111 Remote Similarity NPD4245 Approved
0.6111 Remote Similarity NPD8300 Approved
0.61 Remote Similarity NPD3573 Approved
0.6092 Remote Similarity NPD3171 Clinical (unspecified phase)
0.6075 Remote Similarity NPD5285 Approved
0.6075 Remote Similarity NPD4700 Approved
0.6075 Remote Similarity NPD4696 Approved
0.6075 Remote Similarity NPD5286 Approved
0.6068 Remote Similarity NPD6335 Approved
0.6061 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6058 Remote Similarity NPD7748 Approved
0.605 Remote Similarity NPD6908 Approved
0.605 Remote Similarity NPD6909 Approved
0.6038 Remote Similarity NPD7902 Approved
0.602 Remote Similarity NPD3670 Clinical (unspecified phase)
0.602 Remote Similarity NPD3669 Approved
0.6 Remote Similarity NPD3698 Phase 2
0.6 Remote Similarity NPD5330 Approved
0.6 Remote Similarity NPD8133 Approved
0.6 Remote Similarity NPD4802 Phase 2
0.6 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6 Remote Similarity NPD5695 Phase 3
0.6 Remote Similarity NPD4238 Approved
0.6 Remote Similarity NPD6409 Approved
0.6 Remote Similarity NPD7334 Approved
0.6 Remote Similarity NPD7146 Approved
0.6 Remote Similarity NPD6684 Approved
0.6 Remote Similarity NPD7521 Approved
0.5983 Remote Similarity NPD6317 Approved
0.5981 Remote Similarity NPD5696 Approved
0.5981 Remote Similarity NPD7638 Approved
0.5968 Remote Similarity NPD7319 Approved
0.5963 Remote Similarity NPD5225 Approved
0.5963 Remote Similarity NPD4633 Approved
0.5963 Remote Similarity NPD5226 Approved
0.5963 Remote Similarity NPD5224 Approved
0.5963 Remote Similarity NPD5211 Phase 2
0.5946 Remote Similarity NPD4767 Approved
0.5946 Remote Similarity NPD4768 Approved
0.5932 Remote Similarity NPD6314 Approved
0.5932 Remote Similarity NPD6313 Approved
0.5926 Remote Similarity NPD7639 Approved
0.5926 Remote Similarity NPD7640 Approved
0.5909 Remote Similarity NPD5174 Approved
0.5909 Remote Similarity NPD5175 Approved
0.5905 Remote Similarity NPD5282 Discontinued
0.5897 Remote Similarity NPD6868 Approved
0.5882 Remote Similarity NPD6903 Approved
0.5882 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5876 Remote Similarity NPD6928 Phase 2
0.5872 Remote Similarity NPD5223 Approved
0.587 Remote Similarity NPD4758 Discontinued
0.5865 Remote Similarity NPD6050 Approved
0.5865 Remote Similarity NPD6411 Approved
0.5865 Remote Similarity NPD5693 Phase 1
0.5865 Remote Similarity NPD7515 Phase 2
0.5856 Remote Similarity NPD5141 Approved
0.5854 Remote Similarity NPD7507 Approved
0.5841 Remote Similarity NPD4729 Approved
0.5841 Remote Similarity NPD4730 Approved
0.5833 Remote Similarity NPD3671 Phase 1
0.5833 Remote Similarity NPD5364 Discontinued
0.5825 Remote Similarity NPD5328 Approved
0.5824 Remote Similarity NPD4267 Clinical (unspecified phase)
0.5818 Remote Similarity NPD7632 Discontinued
0.581 Remote Similarity NPD5779 Approved
0.581 Remote Similarity NPD5778 Approved
0.5794 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5794 Remote Similarity NPD5222 Approved
0.5794 Remote Similarity NPD4697 Phase 3
0.5794 Remote Similarity NPD5221 Approved
0.5785 Remote Similarity NPD6291 Clinical (unspecified phase)
0.578 Remote Similarity NPD8418 Phase 2
0.5769 Remote Similarity NPD5692 Phase 3
0.5766 Remote Similarity NPD4754 Approved
0.5761 Remote Similarity NPD7532 Clinical (unspecified phase)
0.5743 Remote Similarity NPD1694 Approved
0.5741 Remote Similarity NPD5173 Approved
0.5739 Remote Similarity NPD5248 Approved
0.5739 Remote Similarity NPD5250 Approved
0.5739 Remote Similarity NPD5247 Approved
0.5739 Remote Similarity NPD5251 Approved
0.5739 Remote Similarity NPD5249 Phase 3
0.5714 Remote Similarity NPD7115 Discovery
0.5714 Remote Similarity NPD5694 Approved
0.5714 Remote Similarity NPD6079 Approved
0.5702 Remote Similarity NPD6686 Approved
0.5702 Remote Similarity NPD5128 Approved
0.5688 Remote Similarity NPD4225 Approved
0.5676 Remote Similarity NPD8086 Approved
0.5676 Remote Similarity NPD8082 Approved
0.5676 Remote Similarity NPD8139 Approved
0.5676 Remote Similarity NPD8085 Approved
0.5676 Remote Similarity NPD8138 Approved
0.5676 Remote Similarity NPD8083 Approved
0.5676 Remote Similarity NPD8084 Approved
0.5673 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5673 Remote Similarity NPD6101 Approved
0.566 Remote Similarity NPD8171 Discontinued

Structure

External Identifiers

PubChem CID  
ChEMBL   CHEMBL3608482
ZINC  

Physicochemical Properties

Molecular Weight:  538.28
ALogP:  -0.3514
MLogP:  3.44
XLogP:  3.185
# Rotatable Bonds:  19
Polar Surface Area:  131.5
# H-Bond Aceptor:  10
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  38

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
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