Structure

Physi-Chem Properties

Molecular Weight:  887.54
Volume:  914.432
LogP:  3.63
LogD:  3.076
LogS:  -2.238
# Rotatable Bonds:  18
TPSA:  292.42
# H-Bond Aceptor:  18
# H-Bond Donor:  10
# Rings:  2
# Heavy Atoms:  18

MedChem Properties

QED Drug-Likeness Score:  0.041
Synthetic Accessibility Score:  6.191
Fsp3:  0.689
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  1
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.176
MDCK Permeability:  7.824265776434913e-05
Pgp-inhibitor:  0.913
Pgp-substrate:  1.0
Human Intestinal Absorption (HIA):  0.99
20% Bioavailability (F20%):  0.998
30% Bioavailability (F30%):  0.998

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.063
Plasma Protein Binding (PPB):  70.0296401977539%
Volume Distribution (VD):  0.49
Pgp-substrate:  8.623583793640137%

ADMET: Metabolism

CYP1A2-inhibitor:  0.001
CYP1A2-substrate:  0.007
CYP2C19-inhibitor:  0.042
CYP2C19-substrate:  0.043
CYP2C9-inhibitor:  0.099
CYP2C9-substrate:  0.195
CYP2D6-inhibitor:  0.086
CYP2D6-substrate:  0.053
CYP3A4-inhibitor:  0.118
CYP3A4-substrate:  0.015

ADMET: Excretion

Clearance (CL):  1.063
Half-life (T1/2):  0.859

ADMET: Toxicity

hERG Blockers:  0.003
Human Hepatotoxicity (H-HT):  1.0
Drug-inuced Liver Injury (DILI):  0.897
AMES Toxicity:  0.005
Rat Oral Acute Toxicity:  0.01
Maximum Recommended Daily Dose:  0.041
Skin Sensitization:  0.448
Carcinogencity:  0.044
Eye Corrosion:  0.003
Eye Irritation:  0.008
Respiratory Toxicity:  0.927

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

  Natural Product: NPC91953

Natural Product ID:  NPC91953
Common Name*:   3-((3S,6R,9S,12R,15S,18R,22S)-3-Sec-Butyl-22-((R)-Dodecan-2-Yl)-6-(4-Hydroxybenzyl)-18-((R)-1-Hydroxyethyl)-12,15-Dimethyl-2,5,8,11,14,17,20-Heptaoxo-1-Oxa-4,7,10,13,16,19-Hexaazacyclodocosan-9-Yl)Propanamide
IUPAC Name:   3-[(3S,6R,9S,12R,15S,18R,22S)-3-[(2S)-butan-2-yl]-22-[(2R)-dodecan-2-yl]-18-[(1R)-1-hydroxyethyl]-6-[(4-hydroxyphenyl)methyl]-12,15-dimethyl-2,5,8,11,14,17,20-heptaoxo-1-oxa-4,7,10,13,16,19-hexazacyclodocos-9-yl]propanamide
Synonyms:  
Standard InCHIKey:  HTPODFYRHLWACU-GNLQXBSVSA-N
Standard InCHI:  InChI=1S/C45H73N7O11/c1-8-10-11-12-13-14-15-16-17-27(4)35-25-37(56)51-39(30(7)53)44(61)48-28(5)40(57)47-29(6)41(58)49-33(22-23-36(46)55)42(59)50-34(24-31-18-20-32(54)21-19-31)43(60)52-38(26(3)9-2)45(62)63-35/h18-21,26-30,33-35,38-39,53-54H,8-17,22-25H2,1-7H3,(H2,46,55)(H,47,57)(H,48,61)(H,49,58)(H,50,59)(H,51,56)(H,52,60)/t26-,27+,28-,29+,30+,33-,34+,35-,38-,39+/m0/s1
SMILES:  CCCCCCCCCC[C@@H](C)[C@@H]1CC(=N[C@H]([C@@H](C)O)C(=N[C@@H](C)C(=N[C@H](C)C(=N[C@@H](CCC(=N)O)C(=N[C@H](Cc2ccc(cc2)O)C(=N[C@@H]([C@@H](C)CC)C(=O)O1)O)O)O)O)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1076806
PubChem CID:   46881021
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000264] Organic acids and derivatives
      • [CHEMONTID:0001813] Peptidomimetics
        • [CHEMONTID:0001961] Depsipeptides
          • [CHEMONTID:0001994] Cyclic depsipeptides

*Note: the InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
**Note: the Chemical Classification was calculated by NPClassifier Version 1.5. Reference: PMID:34662515.

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO33458 ophiocordyceps communis bcc 16475 Species Ophiocordycipitaceae Eukaryota n.a. n.a. n.a. PMID[20028029]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  NP Quantity Composition/Concentration

Organism ID NP ID Organism Material Preparation Organism Part NP Quantity (Standard) NP Quantity (Minimum) NP Quantity (Maximum) Quantity Unit Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT6601 Organism Venturia inaequalis Venturia inaequalis MIC = 1.0 ug.mL-1 PMID[470696]
NPT6490 Organism Monilinia fructigena Monilinia fructigena MIC = 1.0 ug.mL-1 PMID[470696]
NPT5014 Organism Cochliobolus miyabeanus Cochliobolus miyabeanus MIC = 1.0 ug.mL-1 PMID[470696]

☑ Note for Activity Records:
☉ The quantitative biological activities were primarily integrated from ChEMBL (Version-30) database and were also directly collected from PubMed literature. PubMed PMID was provided as the reference link for each activity record.

  Chemically structural similarity: I. Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes 4,3285 NPs with experimentally-derived bioactivity available 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 NPC91953 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
0.9924 High Similarity NPC197921
0.9699 High Similarity NPC469360
0.9111 High Similarity NPC6570
0.8731 High Similarity NPC296712
0.8676 High Similarity NPC326966
0.8561 High Similarity NPC474862
0.8442 Intermediate Similarity NPC46009
0.8333 Intermediate Similarity NPC306804
0.8333 Intermediate Similarity NPC273755
0.8323 Intermediate Similarity NPC475204
0.8323 Intermediate Similarity NPC475123
0.8312 Intermediate Similarity NPC294516
0.8312 Intermediate Similarity NPC107938
0.8298 Intermediate Similarity NPC64205
0.8284 Intermediate Similarity NPC27581
0.828 Intermediate Similarity NPC471165
0.8276 Intermediate Similarity NPC81026
0.8261 Intermediate Similarity NPC325651
0.8214 Intermediate Similarity NPC244866
0.8207 Intermediate Similarity NPC266741
0.8195 Intermediate Similarity NPC283760
0.8195 Intermediate Similarity NPC319950
0.8182 Intermediate Similarity NPC322526
0.8168 Intermediate Similarity NPC317254
0.8165 Intermediate Similarity NPC476227
0.8153 Intermediate Similarity NPC230611
0.8134 Intermediate Similarity NPC190663
0.8133 Intermediate Similarity NPC39431
0.8129 Intermediate Similarity NPC478147
0.8125 Intermediate Similarity NPC194671
0.8125 Intermediate Similarity NPC45037
0.8125 Intermediate Similarity NPC269750
0.812 Intermediate Similarity NPC310467
0.8116 Intermediate Similarity NPC476353
0.8113 Intermediate Similarity NPC50016
0.8112 Intermediate Similarity NPC473055
0.8112 Intermediate Similarity NPC473052
0.8101 Intermediate Similarity NPC248670
0.8092 Intermediate Similarity NPC56635
0.8089 Intermediate Similarity NPC40234
0.8054 Intermediate Similarity NPC476743
0.805 Intermediate Similarity NPC159767
0.805 Intermediate Similarity NPC26108
0.805 Intermediate Similarity NPC473402
0.805 Intermediate Similarity NPC155506
0.8045 Intermediate Similarity NPC169328
0.8025 Intermediate Similarity NPC473404
0.8015 Intermediate Similarity NPC142577
0.8015 Intermediate Similarity NPC160493
0.8 Intermediate Similarity NPC476744
0.7987 Intermediate Similarity NPC137627
0.7987 Intermediate Similarity NPC132771
0.7974 Intermediate Similarity NPC207675
0.7974 Intermediate Similarity NPC212699
0.7958 Intermediate Similarity NPC470392
0.7958 Intermediate Similarity NPC328070
0.7937 Intermediate Similarity NPC158277
0.7937 Intermediate Similarity NPC279871
0.7937 Intermediate Similarity NPC473354
0.7931 Intermediate Similarity NPC471201
0.7895 Intermediate Similarity NPC476742
0.7887 Intermediate Similarity NPC45191
0.7868 Intermediate Similarity NPC478016
0.7868 Intermediate Similarity NPC478014
0.7868 Intermediate Similarity NPC478015
0.7868 Intermediate Similarity NPC45777
0.7868 Intermediate Similarity NPC477061
0.7852 Intermediate Similarity NPC237420
0.7843 Intermediate Similarity NPC476741
0.7843 Intermediate Similarity NPC244509
0.7834 Intermediate Similarity NPC472923
0.7834 Intermediate Similarity NPC63931
0.7829 Intermediate Similarity NPC262166
0.7808 Intermediate Similarity NPC48202
0.7786 Intermediate Similarity NPC474149
0.777 Intermediate Similarity NPC476260
0.777 Intermediate Similarity NPC476241
0.7756 Intermediate Similarity NPC476194
0.775 Intermediate Similarity NPC196091
0.7737 Intermediate Similarity NPC80150
0.7727 Intermediate Similarity NPC473580
0.7714 Intermediate Similarity NPC47667
0.7714 Intermediate Similarity NPC476179
0.7714 Intermediate Similarity NPC476125
0.7712 Intermediate Similarity NPC56685
0.771 Intermediate Similarity NPC258056
0.7704 Intermediate Similarity NPC188867
0.7704 Intermediate Similarity NPC281686
0.7704 Intermediate Similarity NPC106551
0.7702 Intermediate Similarity NPC328494
0.7702 Intermediate Similarity NPC89831
0.7697 Intermediate Similarity NPC476321
0.7692 Intermediate Similarity NPC244336
0.7687 Intermediate Similarity NPC118202
0.7673 Intermediate Similarity NPC61004
0.7669 Intermediate Similarity NPC273814
0.7651 Intermediate Similarity NPC471526
0.7643 Intermediate Similarity NPC469243
0.7639 Intermediate Similarity NPC275538
0.7633 Intermediate Similarity NPC102959
0.7625 Intermediate Similarity NPC473502
0.7625 Intermediate Similarity NPC209463
0.7609 Intermediate Similarity NPC476183
0.7605 Intermediate Similarity NPC294951
0.7589 Intermediate Similarity NPC4974
0.7588 Intermediate Similarity NPC240130
0.7588 Intermediate Similarity NPC60516
0.7588 Intermediate Similarity NPC61332
0.7584 Intermediate Similarity NPC168861
0.7582 Intermediate Similarity NPC473491
0.7576 Intermediate Similarity NPC475421
0.756 Intermediate Similarity NPC299806
0.7558 Intermediate Similarity NPC328763
0.7554 Intermediate Similarity NPC476184
0.7554 Intermediate Similarity NPC476281
0.7536 Intermediate Similarity NPC239697
0.7532 Intermediate Similarity NPC475544
0.7531 Intermediate Similarity NPC473693
0.7531 Intermediate Similarity NPC471568
0.7518 Intermediate Similarity NPC311737
0.7518 Intermediate Similarity NPC38458
0.7516 Intermediate Similarity NPC245974
0.75 Intermediate Similarity NPC471048
0.75 Intermediate Similarity NPC476268
0.75 Intermediate Similarity NPC223207
0.75 Intermediate Similarity NPC227778
0.75 Intermediate Similarity NPC471049
0.75 Intermediate Similarity NPC16188
0.75 Intermediate Similarity NPC471050
0.7486 Intermediate Similarity NPC477552
0.7486 Intermediate Similarity NPC477550
0.7485 Intermediate Similarity NPC477637
0.7484 Intermediate Similarity NPC473341
0.7481 Intermediate Similarity NPC231705
0.7469 Intermediate Similarity NPC186617
0.7467 Intermediate Similarity NPC83289
0.7467 Intermediate Similarity NPC189724
0.7467 Intermediate Similarity NPC212850
0.7466 Intermediate Similarity NPC88667
0.7464 Intermediate Similarity NPC314992
0.7457 Intermediate Similarity NPC302715
0.7453 Intermediate Similarity NPC471771
0.7453 Intermediate Similarity NPC290755
0.7453 Intermediate Similarity NPC304074
0.745 Intermediate Similarity NPC214988
0.7447 Intermediate Similarity NPC476278
0.7445 Intermediate Similarity NPC82963
0.744 Intermediate Similarity NPC167763
0.744 Intermediate Similarity NPC470903
0.744 Intermediate Similarity NPC470112
0.7432 Intermediate Similarity NPC6913
0.7424 Intermediate Similarity NPC142297
0.7419 Intermediate Similarity NPC233702
0.7407 Intermediate Similarity NPC302597
0.7407 Intermediate Similarity NPC474584
0.7405 Intermediate Similarity NPC326349
0.7405 Intermediate Similarity NPC323336
0.7401 Intermediate Similarity NPC477551
0.74 Intermediate Similarity NPC476989
0.7394 Intermediate Similarity NPC95412
0.7389 Intermediate Similarity NPC256689
0.7389 Intermediate Similarity NPC123011
0.7388 Intermediate Similarity NPC63345
0.7386 Intermediate Similarity NPC323662
0.7386 Intermediate Similarity NPC247298
0.7384 Intermediate Similarity NPC163961
0.7384 Intermediate Similarity NPC473305
0.7378 Intermediate Similarity NPC83241
0.7375 Intermediate Similarity NPC156348
0.7372 Intermediate Similarity NPC5194
0.7372 Intermediate Similarity NPC202198
0.7372 Intermediate Similarity NPC261934
0.7368 Intermediate Similarity NPC31274
0.7361 Intermediate Similarity NPC210950
0.7361 Intermediate Similarity NPC199738
0.7358 Intermediate Similarity NPC287757
0.7358 Intermediate Similarity NPC319320
0.7356 Intermediate Similarity NPC314083
0.7356 Intermediate Similarity NPC65714
0.7355 Intermediate Similarity NPC324081
0.7353 Intermediate Similarity NPC315542
0.7347 Intermediate Similarity NPC274732
0.7347 Intermediate Similarity NPC471953
0.7346 Intermediate Similarity NPC15506
0.7341 Intermediate Similarity NPC473407
0.7341 Intermediate Similarity NPC473378
0.7341 Intermediate Similarity NPC248822
0.7338 Intermediate Similarity NPC142638
0.7338 Intermediate Similarity NPC317784
0.7338 Intermediate Similarity NPC313414
0.7333 Intermediate Similarity NPC163392
0.7333 Intermediate Similarity NPC239762
0.7319 Intermediate Similarity NPC2265
0.7317 Intermediate Similarity NPC198254
0.7317 Intermediate Similarity NPC274198
0.7313 Intermediate Similarity NPC290566
0.7313 Intermediate Similarity NPC145638
0.7312 Intermediate Similarity NPC471203
0.7305 Intermediate Similarity NPC326079
0.7301 Intermediate Similarity NPC328649

  Chemically structural similarity: II. Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC91953 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
0.9023 High Similarity NPD3136 Phase 2
0.8849 High Similarity NPD7978 Discontinued
0.8613 High Similarity NPD5729 Clinical (unspecified phase)
0.8056 Intermediate Similarity NPD6866 Clinical (unspecified phase)
0.8056 Intermediate Similarity NPD6867 Clinical (unspecified phase)
0.7987 Intermediate Similarity NPD6682 Clinical (unspecified phase)
0.7922 Intermediate Similarity NPD8019 Approved
0.7905 Intermediate Similarity NPD3400 Discontinued
0.7829 Intermediate Similarity NPD7523 Phase 3
0.7763 Intermediate Similarity NPD6390 Discontinued
0.7755 Intermediate Similarity NPD7450 Phase 2
0.7704 Intermediate Similarity NPD9568 Approved
0.7692 Intermediate Similarity NPD7495 Discontinued
0.7651 Intermediate Similarity NPD7596 Clinical (unspecified phase)
0.7643 Intermediate Similarity NPD7972 Discontinued
0.763 Intermediate Similarity NPD256 Approved
0.763 Intermediate Similarity NPD255 Approved
0.7628 Intermediate Similarity NPD7118 Clinical (unspecified phase)
0.7606 Intermediate Similarity NPD7451 Discontinued
0.7603 Intermediate Similarity NPD555 Phase 2
0.7534 Intermediate Similarity NPD825 Approved
0.7534 Intermediate Similarity NPD826 Approved
0.7532 Intermediate Similarity NPD4186 Clinical (unspecified phase)
0.7531 Intermediate Similarity NPD7608 Discontinued
0.7468 Intermediate Similarity NPD5348 Clinical (unspecified phase)
0.7466 Intermediate Similarity NPD259 Phase 1
0.7464 Intermediate Similarity NPD2218 Phase 2
0.7464 Intermediate Similarity NPD2217 Approved
0.7464 Intermediate Similarity NPD1759 Phase 1
0.7453 Intermediate Similarity NPD8303 Discontinued
0.74 Intermediate Similarity NPD9570 Approved
0.7394 Intermediate Similarity NPD3676 Clinical (unspecified phase)
0.7391 Intermediate Similarity NPD317 Approved
0.7391 Intermediate Similarity NPD1758 Phase 1
0.7391 Intermediate Similarity NPD318 Approved
0.7383 Intermediate Similarity NPD3553 Approved
0.7383 Intermediate Similarity NPD3554 Approved
0.7383 Intermediate Similarity NPD3555 Approved
0.7383 Intermediate Similarity NPD3552 Approved
0.7329 Intermediate Similarity NPD4738 Phase 2
0.7324 Intermediate Similarity NPD2561 Approved
0.7324 Intermediate Similarity NPD2562 Approved
0.7313 Intermediate Similarity NPD9380 Clinical (unspecified phase)
0.7297 Intermediate Similarity NPD6346 Approved
0.7273 Intermediate Similarity NPD4659 Approved
0.7273 Intermediate Similarity NPD1040 Phase 2
0.7266 Intermediate Similarity NPD16 Approved
0.7266 Intermediate Similarity NPD856 Approved
0.7255 Intermediate Similarity NPD2976 Clinical (unspecified phase)
0.723 Intermediate Similarity NPD5745 Approved
0.723 Intermediate Similarity NPD6405 Approved
0.723 Intermediate Similarity NPD6407 Approved
0.7222 Intermediate Similarity NPD196 Phase 1
0.7219 Intermediate Similarity NPD7959 Clinical (unspecified phase)
0.7203 Intermediate Similarity NPD5108 Clinical (unspecified phase)
0.7197 Intermediate Similarity NPD52 Approved
0.7197 Intermediate Similarity NPD7526 Approved
0.7197 Intermediate Similarity NPD7527 Clinical (unspecified phase)
0.7192 Intermediate Similarity NPD9569 Approved
0.7176 Intermediate Similarity NPD8014 Clinical (unspecified phase)
0.7172 Intermediate Similarity NPD1131 Approved
0.7172 Intermediate Similarity NPD1134 Approved
0.7172 Intermediate Similarity NPD1129 Approved
0.7172 Intermediate Similarity NPD1135 Approved
0.7172 Intermediate Similarity NPD1133 Approved
0.717 Intermediate Similarity NPD3455 Phase 2
0.716 Intermediate Similarity NPD5557 Phase 1
0.7153 Intermediate Similarity NPD3685 Discontinued
0.7152 Intermediate Similarity NPD7131 Phase 3
0.7143 Intermediate Similarity NPD3909 Discontinued
0.7134 Intermediate Similarity NPD3536 Discontinued
0.7123 Intermediate Similarity NPD257 Approved
0.7123 Intermediate Similarity NPD258 Approved
0.7122 Intermediate Similarity NPD1348 Approved
0.7114 Intermediate Similarity NPD840 Approved
0.7114 Intermediate Similarity NPD839 Approved
0.7095 Intermediate Similarity NPD5746 Approved
0.7086 Intermediate Similarity NPD3052 Approved
0.7086 Intermediate Similarity NPD3054 Approved
0.7073 Intermediate Similarity NPD7975 Clinical (unspecified phase)
0.7068 Intermediate Similarity NPD9610 Approved
0.7068 Intermediate Similarity NPD9608 Approved
0.7059 Intermediate Similarity NPD2239 Approved
0.7059 Intermediate Similarity NPD2240 Approved
0.7055 Intermediate Similarity NPD4103 Phase 2
0.7055 Intermediate Similarity NPD4104 Clinical (unspecified phase)
0.705 Intermediate Similarity NPD9618 Approved
0.705 Intermediate Similarity NPD9614 Approved
0.7048 Intermediate Similarity NPD7484 Phase 3
0.7048 Intermediate Similarity NPD7485 Phase 3
0.7037 Intermediate Similarity NPD5355 Approved
0.7037 Intermediate Similarity NPD5356 Approved
0.6993 Remote Similarity NPD5238 Clinical (unspecified phase)
0.6993 Remote Similarity NPD6864 Phase 2
0.6993 Remote Similarity NPD6865 Phase 2
0.6987 Remote Similarity NPD7066 Clinical (unspecified phase)
0.6981 Remote Similarity NPD7303 Discontinued
0.698 Remote Similarity NPD9536 Phase 1
0.698 Remote Similarity NPD9537 Phase 1
0.6975 Remote Similarity NPD2541 Clinical (unspecified phase)
0.6974 Remote Similarity NPD2568 Approved
0.697 Remote Similarity NPD8031 Discontinued
0.6968 Remote Similarity NPD7153 Discontinued
0.6968 Remote Similarity NPD6681 Discovery
0.6954 Remote Similarity NPD2203 Discontinued
0.695 Remote Similarity NPD3123 Discovery
0.6948 Remote Similarity NPD1538 Phase 1
0.6948 Remote Similarity NPD1519 Approved
0.6948 Remote Similarity NPD1537 Approved
0.6933 Remote Similarity NPD1048 Approved
0.6933 Remote Similarity NPD3056 Clinical (unspecified phase)
0.6928 Remote Similarity NPD6852 Discontinued
0.6923 Remote Similarity NPD5981 Approved
0.6918 Remote Similarity NPD9622 Approved
0.6914 Remote Similarity NPD6502 Phase 2
0.6913 Remote Similarity NPD2614 Approved
0.6908 Remote Similarity NPD275 Approved
0.6908 Remote Similarity NPD274 Approved
0.6903 Remote Similarity NPD6809 Clinical (unspecified phase)
0.6899 Remote Similarity NPD6667 Approved
0.6899 Remote Similarity NPD6666 Approved
0.6887 Remote Similarity NPD1423 Approved
0.6886 Remote Similarity NPD6746 Phase 2
0.6884 Remote Similarity NPD3642 Approved
0.6884 Remote Similarity NPD3643 Approved
0.6884 Remote Similarity NPD3644 Approved
0.6871 Remote Similarity NPD7615 Clinical (unspecified phase)
0.6871 Remote Similarity NPD6072 Discontinued
0.6867 Remote Similarity NPD2098 Approved
0.6863 Remote Similarity NPD8172 Phase 2
0.6863 Remote Similarity NPD8173 Phase 2
0.6857 Remote Similarity NPD2234 Approved
0.6857 Remote Similarity NPD2229 Approved
0.6857 Remote Similarity NPD6045 Phase 3
0.6857 Remote Similarity NPD2228 Approved
0.6849 Remote Similarity NPD6624 Discontinued
0.6842 Remote Similarity NPD8265 Approved
0.6839 Remote Similarity NPD1523 Approved
0.6839 Remote Similarity NPD1522 Approved
0.6828 Remote Similarity NPD3421 Phase 3
0.6828 Remote Similarity NPD2956 Clinical (unspecified phase)
0.6821 Remote Similarity NPD601 Approved
0.6821 Remote Similarity NPD597 Approved
0.6821 Remote Similarity NPD598 Approved
0.6818 Remote Similarity NPD1536 Approved
0.6813 Remote Similarity NPD4739 Approved
0.6805 Remote Similarity NPD7315 Approved
0.6805 Remote Similarity NPD4652 Approved
0.6792 Remote Similarity NPD7554 Discontinued
0.679 Remote Similarity NPD3687 Approved
0.679 Remote Similarity NPD3686 Approved
0.6788 Remote Similarity NPD5563 Clinical (unspecified phase)
0.6783 Remote Similarity NPD9616 Approved
0.6783 Remote Similarity NPD9613 Approved
0.6783 Remote Similarity NPD9615 Approved
0.6781 Remote Similarity NPD4480 Approved
0.6779 Remote Similarity NPD599 Approved
0.6779 Remote Similarity NPD602 Approved
0.6776 Remote Similarity NPD7477 Discontinued
0.6776 Remote Similarity NPD1136 Approved
0.6776 Remote Similarity NPD1130 Approved
0.6776 Remote Similarity NPD1132 Approved
0.6768 Remote Similarity NPD6677 Suspended
0.6766 Remote Similarity NPD5219 Approved
0.6766 Remote Similarity NPD5218 Approved
0.6759 Remote Similarity NPD9384 Approved
0.6759 Remote Similarity NPD9381 Approved
0.6757 Remote Similarity NPD3098 Discontinued
0.6755 Remote Similarity NPD9718 Approved
0.6755 Remote Similarity NPD6919 Clinical (unspecified phase)
0.6753 Remote Similarity NPD5314 Approved
0.6753 Remote Similarity NPD1772 Clinical (unspecified phase)
0.6747 Remote Similarity NPD2097 Approved
0.6736 Remote Similarity NPD316 Approved
0.6733 Remote Similarity NPD7828 Discontinued
0.6733 Remote Similarity NPD5736 Approved
0.6731 Remote Similarity NPD2161 Phase 2
0.6726 Remote Similarity NPD5709 Phase 3
0.6713 Remote Similarity NPD5291 Approved
0.6713 Remote Similarity NPD5292 Approved
0.6712 Remote Similarity NPD3847 Discontinued
0.671 Remote Similarity NPD1520 Approved
0.671 Remote Similarity NPD1521 Approved
0.6705 Remote Similarity NPD3965 Phase 1
0.6692 Remote Similarity NPD9609 Approved
0.6692 Remote Similarity NPD9611 Approved
0.6692 Remote Similarity NPD9612 Approved
0.669 Remote Similarity NPD4209 Clinical (unspecified phase)
0.6689 Remote Similarity NPD596 Approved
0.6689 Remote Similarity NPD600 Approved
0.6687 Remote Similarity NPD5772 Approved
0.6687 Remote Similarity NPD5773 Approved
0.6686 Remote Similarity NPD4666 Phase 3
0.6685 Remote Similarity NPD7565 Approved
0.6667 Remote Similarity NPD7749 Clinical (unspecified phase)
0.6667 Remote Similarity NPD1662 Clinical (unspecified phase)
0.6667 Remote Similarity NPD9621 Approved
0.6667 Remote Similarity NPD829 Discontinued
0.6667 Remote Similarity NPD4807 Approved
0.6667 Remote Similarity NPD6237 Clinical (unspecified phase)

  Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity
B: biological targets similarity
C: networks similarity
D: cell-based bioactivity similarity
E: similarity based on clinical data