Natural Product: NPC220858

Natural Product ID:  NPC220858
Common Name:   Isocoreximine
IUPAC Name:   (13aS)-2,10-dimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline-3,11-diol
Synonyms:   Isocoreximine
Molecular Formula:   C19H21NO4
Standard InCHIKey:  ZZYJKSMFUQNPFO-HNNXBMFYSA-N
Standard InCHI:  InChI=1S/C19H21NO4/c1-23-18-8-13-10-20-4-3-11-6-16(21)19(24-2)9-14(11)15(20)5-12(13)7-17(18)22/h6-9,15,21-22H,3-5,10H2,1-2H3/t15-/m0/s1
Canonical SMILES:  COc1cc2CN3CCc4c([C@@H]3Cc2cc1O)cc(c(c4)O)OC
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
NPO32767 guatteria hispida Species Annonaceae Eukaryota bark PMID[20476748]
NPO2884 Annona squamosa Species Annonaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Activity = 1.67 20476748

  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 NPC220858 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
1.0 High Similarity NPC151895
1.0 High Similarity NPC88249
1.0 High Similarity NPC192768
1.0 High Similarity NPC97221
0.9724 High Similarity NPC127674
0.9724 High Similarity NPC5238
0.9724 High Similarity NPC249797
0.9724 High Similarity NPC295691
0.9724 High Similarity NPC469817
0.9724 High Similarity NPC189266
0.9724 High Similarity NPC276588
0.9724 High Similarity NPC184026
0.9724 High Similarity NPC2413
0.9724 High Similarity NPC278799
0.9724 High Similarity NPC193949
0.9724 High Similarity NPC110416
0.9724 High Similarity NPC54379
0.9724 High Similarity NPC204828
0.9724 High Similarity NPC207757
0.9724 High Similarity NPC39701
0.9724 High Similarity NPC172765
0.9718 High Similarity NPC24233
0.9718 High Similarity NPC147390
0.9718 High Similarity NPC135538
0.9718 High Similarity NPC246587
0.9718 High Similarity NPC428
0.9718 High Similarity NPC476571
0.9648 High Similarity NPC179825
0.9648 High Similarity NPC191376
0.9648 High Similarity NPC321505
0.9527 High Similarity NPC111485
0.9507 High Similarity NPC185838
0.9504 High Similarity NPC136860
0.9504 High Similarity NPC476567
0.9504 High Similarity NPC128019
0.9379 High Similarity NPC477565
0.9379 High Similarity NPC103379
0.932 High Similarity NPC37272
0.9276 High Similarity NPC238530
0.9276 High Similarity NPC24465
0.9276 High Similarity NPC276944
0.9276 High Similarity NPC4138
0.9276 High Similarity NPC232514
0.9276 High Similarity NPC121275
0.9276 High Similarity NPC284183
0.9252 High Similarity NPC277669
0.9252 High Similarity NPC76213
0.9241 High Similarity NPC210437
0.9241 High Similarity NPC16107
0.9241 High Similarity NPC51957
0.9241 High Similarity NPC476144
0.9241 High Similarity NPC476151
0.9241 High Similarity NPC106295
0.9225 High Similarity NPC213206
0.9225 High Similarity NPC328750
0.9225 High Similarity NPC474915
0.9225 High Similarity NPC188163
0.9216 High Similarity NPC264850
0.9216 High Similarity NPC317272
0.9216 High Similarity NPC268503
0.9216 High Similarity NPC250846
0.9216 High Similarity NPC256012
0.9216 High Similarity NPC13916
0.9216 High Similarity NPC42549
0.9216 High Similarity NPC240841
0.9178 High Similarity NPC7467
0.9155 High Similarity NPC314682
0.9116 High Similarity NPC207824
0.9116 High Similarity NPC60538
0.9097 High Similarity NPC66573
0.9085 High Similarity NPC324144
0.9079 High Similarity NPC27410
0.9079 High Similarity NPC166014
0.9078 High Similarity NPC301050
0.9078 High Similarity NPC131204
0.9038 High Similarity NPC109925
0.9026 High Similarity NPC78222
0.9026 High Similarity NPC196447
0.9026 High Similarity NPC306843
0.9026 High Similarity NPC212794
0.9026 High Similarity NPC96603
0.9026 High Similarity NPC13504
0.9026 High Similarity NPC477563
0.9026 High Similarity NPC136508
0.9026 High Similarity NPC253043
0.9007 High Similarity NPC186063
0.9 High Similarity NPC477564
0.9 High Similarity NPC2295
0.8933 High Similarity NPC133011
0.8933 High Similarity NPC233029
0.8933 High Similarity NPC82285
0.8933 High Similarity NPC210148
0.891 High Similarity NPC474931
0.891 High Similarity NPC158376
0.891 High Similarity NPC117188
0.891 High Similarity NPC205421
0.891 High Similarity NPC12053
0.891 High Similarity NPC145832
0.891 High Similarity NPC306555
0.891 High Similarity NPC81218
0.8904 High Similarity NPC294249
0.8882 High Similarity NPC147091
0.8861 High Similarity NPC108434
0.8861 High Similarity NPC475215
0.8831 High Similarity NPC205167
0.8816 High Similarity NPC216459
0.8816 High Similarity NPC80129
0.8816 High Similarity NPC138487
0.8816 High Similarity NPC187022
0.8816 High Similarity NPC41178
0.8792 High Similarity NPC475959
0.879 High Similarity NPC210140
0.8774 High Similarity NPC60186
0.8758 High Similarity NPC146288
0.8758 High Similarity NPC247639
0.8758 High Similarity NPC25084
0.8742 High Similarity NPC476568
0.8742 High Similarity NPC239775
0.8734 High Similarity NPC204908
0.8734 High Similarity NPC83198
0.8733 High Similarity NPC92541
0.8726 High Similarity NPC35627
0.8726 High Similarity NPC81247
0.8726 High Similarity NPC476573
0.8718 High Similarity NPC1229
0.871 High Similarity NPC249274
0.8704 High Similarity NPC32154
0.8684 High Similarity NPC26601
0.8679 High Similarity NPC26240
0.8679 High Similarity NPC69712
0.8679 High Similarity NPC477562
0.8675 High Similarity NPC274026
0.8662 High Similarity NPC134858
0.8652 High Similarity NPC160193
0.865 High Similarity NPC286119
0.8645 High Similarity NPC216816
0.8636 High Similarity NPC234392
0.8636 High Similarity NPC31311
0.8634 High Similarity NPC229166
0.8634 High Similarity NPC128560
0.8634 High Similarity NPC199465
0.8618 High Similarity NPC81733
0.8618 High Similarity NPC326316
0.8618 High Similarity NPC476579
0.86 High Similarity NPC144863
0.8599 High Similarity NPC233650
0.8598 High Similarity NPC239824
0.8598 High Similarity NPC182052
0.8598 High Similarity NPC7715
0.8598 High Similarity NPC90998
0.8598 High Similarity NPC42663
0.8598 High Similarity NPC290582
0.8598 High Similarity NPC271013
0.8598 High Similarity NPC223690
0.8598 High Similarity NPC279228
0.8598 High Similarity NPC54654
0.8598 High Similarity NPC104196
0.8598 High Similarity NPC8836
0.8598 High Similarity NPC222661
0.8598 High Similarity NPC229373
0.8598 High Similarity NPC251735
0.8598 High Similarity NPC217748
0.8598 High Similarity NPC290005
0.8598 High Similarity NPC258657
0.8598 High Similarity NPC15414
0.8598 High Similarity NPC311973
0.8598 High Similarity NPC30779
0.8598 High Similarity NPC185639
0.8598 High Similarity NPC181796
0.8598 High Similarity NPC49075
0.8598 High Similarity NPC285931
0.8598 High Similarity NPC328155
0.859 High Similarity NPC226428
0.8581 High Similarity NPC475326
0.858 High Similarity NPC241704
0.8571 High Similarity NPC2314
0.8571 High Similarity NPC99659
0.8571 High Similarity NPC190783
0.8571 High Similarity NPC66341
0.8571 High Similarity NPC232386
0.8571 High Similarity NPC325871
0.8571 High Similarity NPC152680
0.8571 High Similarity NPC477020
0.8571 High Similarity NPC192135
0.8562 High Similarity NPC168753
0.8562 High Similarity NPC118274
0.8553 High Similarity NPC298979
0.8545 High Similarity NPC254441
0.8545 High Similarity NPC274716
0.8545 High Similarity NPC167116
0.8544 High Similarity NPC169743
0.8543 High Similarity NPC130941
0.8528 High Similarity NPC320223
0.8528 High Similarity NPC114364
0.8526 High Similarity NPC477080
0.8503 High Similarity NPC323123
0.8493 Intermediate Similarity NPC253429
0.8487 Intermediate Similarity NPC219162
0.8481 Intermediate Similarity NPC475393
0.8467 Intermediate Similarity NPC130926

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC220858 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
0.9241 High Similarity NPD4584 Approved
0.9225 High Similarity NPD4664 Clinical (unspecified phase)
0.8846 High Similarity NPD4010 Discontinued
0.8816 High Similarity NPD7298 Approved
0.875 High Similarity NPD4772 Phase 2
0.875 High Similarity NPD4773 Phase 2
0.8609 High Similarity NPD3641 Approved
0.8609 High Similarity NPD3639 Approved
0.8609 High Similarity NPD3640 Phase 3
0.8598 High Similarity NPD8053 Approved
0.8598 High Similarity NPD8054 Approved
0.8497 Intermediate Similarity NPD4017 Approved
0.8481 Intermediate Similarity NPD7201 Clinical (unspecified phase)
0.84 Intermediate Similarity NPD5241 Discontinued
0.8385 Intermediate Similarity NPD2898 Approved
0.8355 Intermediate Similarity NPD1754 Clinical (unspecified phase)
0.8289 Intermediate Similarity NPD2421 Approved
0.8289 Intermediate Similarity NPD2420 Approved
0.828 Intermediate Similarity NPD6818 Clinical (unspecified phase)
0.8247 Intermediate Similarity NPD6031 Approved
0.8247 Intermediate Similarity NPD6030 Approved
0.8239 Intermediate Similarity NPD7833 Phase 2
0.8239 Intermediate Similarity NPD7831 Phase 2
0.8239 Intermediate Similarity NPD7832 Clinical (unspecified phase)
0.8224 Intermediate Similarity NPD3845 Phase 1
0.8171 Intermediate Similarity NPD8252 Approved
0.8171 Intermediate Similarity NPD8251 Approved
0.8171 Intermediate Similarity NPD8099 Discontinued
0.816 Intermediate Similarity NPD27 Approved
0.816 Intermediate Similarity NPD2489 Approved
0.8138 Intermediate Similarity NPD2669 Clinical (unspecified phase)
0.8121 Intermediate Similarity NPD6029 Clinical (unspecified phase)
0.8121 Intermediate Similarity NPD6028 Clinical (unspecified phase)
0.8121 Intermediate Similarity NPD8156 Discontinued
0.8105 Intermediate Similarity NPD2422 Clinical (unspecified phase)
0.8086 Intermediate Similarity NPD6107 Approved
0.8082 Intermediate Similarity NPD5718 Phase 2
0.8052 Intermediate Similarity NPD3124 Discontinued
0.8027 Intermediate Similarity NPD2674 Phase 3
0.7988 Intermediate Similarity NPD2970 Approved
0.7988 Intermediate Similarity NPD2969 Approved
0.7947 Intermediate Similarity NPD1632 Clinical (unspecified phase)
0.7927 Intermediate Similarity NPD3051 Approved
0.7927 Intermediate Similarity NPD4166 Phase 2
0.7917 Intermediate Similarity NPD6297 Approved
0.7892 Intermediate Similarity NPD5602 Clinical (unspecified phase)
0.7866 Intermediate Similarity NPD7802 Discontinued
0.784 Intermediate Similarity NPD6788 Approved
0.7838 Intermediate Similarity NPD3144 Approved
0.7838 Intermediate Similarity NPD3145 Approved
0.7823 Intermediate Similarity NPD5752 Clinical (unspecified phase)
0.7818 Intermediate Similarity NPD6071 Discontinued
0.7815 Intermediate Similarity NPD6896 Approved
0.7815 Intermediate Similarity NPD6895 Approved
0.7803 Intermediate Similarity NPD7906 Approved
0.7798 Intermediate Similarity NPD5313 Approved
0.7798 Intermediate Similarity NPD5312 Approved
0.7792 Intermediate Similarity NPD3060 Approved
0.7792 Intermediate Similarity NPD5177 Phase 3
0.7778 Intermediate Similarity NPD2560 Approved
0.7778 Intermediate Similarity NPD7311 Approved
0.7778 Intermediate Similarity NPD7313 Approved
0.7778 Intermediate Similarity NPD7310 Approved
0.7778 Intermediate Similarity NPD7312 Approved
0.7778 Intermediate Similarity NPD2563 Approved
0.7778 Intermediate Similarity NPD3534 Clinical (unspecified phase)
0.7733 Intermediate Similarity NPD7309 Approved
0.7733 Intermediate Similarity NPD6853 Approved
0.7733 Intermediate Similarity NPD6851 Approved
0.7716 Intermediate Similarity NPD2978 Approved
0.7716 Intermediate Similarity NPD2977 Approved
0.7674 Intermediate Similarity NPD4578 Approved
0.7674 Intermediate Similarity NPD4577 Approved
0.7647 Intermediate Similarity NPD1753 Discontinued
0.7644 Intermediate Similarity NPD4663 Approved
0.7643 Intermediate Similarity NPD6783 Clinical (unspecified phase)
0.7619 Intermediate Similarity NPD3053 Approved
0.7619 Intermediate Similarity NPD3055 Approved
0.7616 Intermediate Similarity NPD8453 Clinical (unspecified phase)
0.7616 Intermediate Similarity NPD3110 Approved
0.7616 Intermediate Similarity NPD3109 Approved
0.758 Intermediate Similarity NPD5307 Clinical (unspecified phase)
0.758 Intermediate Similarity NPD5084 Clinical (unspecified phase)
0.7578 Intermediate Similarity NPD4005 Discontinued
0.7578 Intermediate Similarity NPD7261 Clinical (unspecified phase)
0.7564 Intermediate Similarity NPD4162 Approved
0.7561 Intermediate Similarity NPD5977 Approved
0.7561 Intermediate Similarity NPD5978 Approved
0.7542 Intermediate Similarity NPD7667 Clinical (unspecified phase)
0.7515 Intermediate Similarity NPD4581 Clinical (unspecified phase)
0.7515 Intermediate Similarity NPD4481 Phase 3
0.7514 Intermediate Similarity NPD2490 Approved
0.7514 Intermediate Similarity NPD2488 Approved
0.75 Intermediate Similarity NPD6090 Discontinued
0.7485 Intermediate Similarity NPD7110 Phase 1
0.7485 Intermediate Similarity NPD7109 Clinical (unspecified phase)
0.7483 Intermediate Similarity NPD2028 Clinical (unspecified phase)
0.747 Intermediate Similarity NPD4055 Discovery
0.7469 Intermediate Similarity NPD824 Approved
0.7456 Intermediate Similarity NPD6688 Approved
0.7456 Intermediate Similarity NPD6687 Approved
0.7453 Intermediate Similarity NPD2122 Discontinued
0.7452 Intermediate Similarity NPD4236 Phase 3
0.7452 Intermediate Similarity NPD4237 Approved
0.7448 Intermediate Similarity NPD2667 Approved
0.7448 Intermediate Similarity NPD2668 Approved
0.7438 Intermediate Similarity NPD4123 Phase 3
0.7434 Intermediate Similarity NPD4474 Approved
0.7434 Intermediate Similarity NPD4475 Approved
0.7429 Intermediate Similarity NPD6618 Phase 2
0.7421 Intermediate Similarity NPD7124 Phase 2
0.7417 Intermediate Similarity NPD5156 Approved
0.7417 Intermediate Similarity NPD5155 Approved
0.7415 Intermediate Similarity NPD2232 Approved
0.7415 Intermediate Similarity NPD2233 Approved
0.7415 Intermediate Similarity NPD2230 Approved
0.7414 Intermediate Similarity NPD7132 Clinical (unspecified phase)
0.7405 Intermediate Similarity NPD6658 Clinical (unspecified phase)
0.74 Intermediate Similarity NPD3636 Approved
0.74 Intermediate Similarity NPD3635 Approved
0.74 Intermediate Similarity NPD3637 Approved
0.7379 Intermediate Similarity NPD4093 Discontinued
0.7375 Intermediate Similarity NPD7598 Phase 2
0.7371 Intermediate Similarity NPD7280 Phase 3
0.7371 Intermediate Similarity NPD5917 Clinical (unspecified phase)
0.7371 Intermediate Similarity NPD7281 Phase 3
0.7358 Intermediate Similarity NPD3692 Discontinued
0.7351 Intermediate Similarity NPD2606 Approved
0.7351 Intermediate Similarity NPD2605 Approved
0.7351 Intermediate Similarity NPD3595 Approved
0.7351 Intermediate Similarity NPD3594 Approved
0.7346 Intermediate Similarity NPD6662 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD7945 Clinical (unspecified phase)
0.7329 Intermediate Similarity NPD1424 Approved
0.7325 Intermediate Similarity NPD2029 Clinical (unspecified phase)
0.7322 Intermediate Similarity NPD8095 Phase 1
0.7317 Intermediate Similarity NPD6875 Approved
0.7317 Intermediate Similarity NPD6876 Approved
0.7315 Intermediate Similarity NPD7258 Clinical (unspecified phase)
0.7315 Intermediate Similarity NPD5311 Approved
0.7315 Intermediate Similarity NPD5310 Approved
0.7303 Intermediate Similarity NPD7291 Discontinued
0.7296 Intermediate Similarity NPD6748 Discontinued
0.7296 Intermediate Similarity NPD6331 Phase 2
0.729 Intermediate Similarity NPD823 Approved
0.729 Intermediate Similarity NPD4579 Clinical (unspecified phase)
0.729 Intermediate Similarity NPD817 Approved
0.7289 Intermediate Similarity NPD5773 Approved
0.7289 Intermediate Similarity NPD5772 Approved
0.7284 Intermediate Similarity NPD3647 Clinical (unspecified phase)
0.7278 Intermediate Similarity NPD7045 Clinical (unspecified phase)
0.7278 Intermediate Similarity NPD7037 Approved
0.7273 Intermediate Similarity NPD2238 Phase 2
0.7262 Intermediate Similarity NPD5604 Discontinued
0.7251 Intermediate Similarity NPD4083 Discontinued
0.7248 Intermediate Similarity NPD1669 Approved
0.7243 Intermediate Similarity NPD2494 Approved
0.7243 Intermediate Similarity NPD3450 Approved
0.7243 Intermediate Similarity NPD3452 Approved
0.7243 Intermediate Similarity NPD2493 Approved
0.7241 Intermediate Similarity NPD7479 Phase 2
0.7222 Intermediate Similarity NPD5525 Clinical (unspecified phase)
0.7219 Intermediate Similarity NPD7905 Discontinued
0.7219 Intermediate Similarity NPD6584 Phase 3
0.7215 Intermediate Similarity NPD3656 Approved
0.7212 Intermediate Similarity NPD4675 Approved
0.7212 Intermediate Similarity NPD4678 Approved
0.7208 Intermediate Similarity NPD554 Clinical (unspecified phase)
0.7203 Intermediate Similarity NPD5283 Phase 1
0.7192 Intermediate Similarity NPD2226 Clinical (unspecified phase)
0.7191 Intermediate Similarity NPD5087 Clinical (unspecified phase)
0.7188 Intermediate Similarity NPD3977 Clinical (unspecified phase)
0.7183 Intermediate Similarity NPD228 Approved
0.7176 Intermediate Similarity NPD5677 Discontinued
0.717 Intermediate Similarity NPD7153 Discontinued
0.7161 Intermediate Similarity NPD3620 Phase 2
0.7161 Intermediate Similarity NPD3062 Approved
0.7161 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7161 Intermediate Similarity NPD3059 Approved
0.7161 Intermediate Similarity NPD3061 Approved
0.7152 Intermediate Similarity NPD4103 Phase 2
0.7152 Intermediate Similarity NPD4104 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD4098 Discontinued
0.7152 Intermediate Similarity NPD2161 Phase 2
0.7143 Intermediate Similarity NPD5160 Discontinued
0.7143 Intermediate Similarity NPD3920 Phase 2
0.7143 Intermediate Similarity NPD6812 Clinical (unspecified phase)
0.7135 Intermediate Similarity NPD7090 Clinical (unspecified phase)
0.7133 Intermediate Similarity NPD4659 Approved
0.7128 Intermediate Similarity NPD4582 Approved
0.7128 Intermediate Similarity NPD4583 Approved
0.7126 Intermediate Similarity NPD5720 Discontinued
0.7126 Intermediate Similarity NPD5708 Clinical (unspecified phase)
0.7125 Intermediate Similarity NPD44 Approved
0.7125 Intermediate Similarity NPD6364 Approved
0.7108 Intermediate Similarity NPD1337 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD1132 Approved
0.7097 Intermediate Similarity NPD1136 Approved
0.7097 Intermediate Similarity NPD1130 Approved
0.7097 Intermediate Similarity NPD6612 Phase 2

Structure

External Identifiers

PubChem CID   10616178
ChEMBL   CHEMBL1164088
ZINC  

Physicochemical Properties

Molecular Weight:  327.15
ALogP:  -0.7202
MLogP:  3
XLogP:  1.51
# Rotatable Bonds:  6
Polar Surface Area:  62.16
# H-Bond Aceptor:  1
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  24

Download Data

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