Structure

Physi-Chem Properties

Molecular Weight:  1152.25
Volume:  1082.772
LogP:  5.271
LogD:  1.791
LogS:  -4.264
# Rotatable Bonds:  6
TPSA:  430.52
# H-Bond Aceptor:  24
# H-Bond Donor:  19
# Rings:  13
# Heavy Atoms:  24

MedChem Properties

QED Drug-Likeness Score:  0.089
Synthetic Accessibility Score:  7.156
Fsp3:  0.2
Lipinski Rule-of-5:  Rejected
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  1
Golden Triangle Rule:  Rejected
Chelating Alert:  1
PAINS Alert:  1

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -7.411
MDCK Permeability:  1.5619750683981692e-06
Pgp-inhibitor:  0.399
Pgp-substrate:  0.0
Human Intestinal Absorption (HIA):  0.998
20% Bioavailability (F20%):  0.997
30% Bioavailability (F30%):  1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.0
Plasma Protein Binding (PPB):  83.20774841308594%
Volume Distribution (VD):  -0.036
Pgp-substrate:  31.798389434814453%

ADMET: Metabolism

CYP1A2-inhibitor:  0.001
CYP1A2-substrate:  0.066
CYP2C19-inhibitor:  0.006
CYP2C19-substrate:  0.029
CYP2C9-inhibitor:  0.117
CYP2C9-substrate:  0.987
CYP2D6-inhibitor:  0.0
CYP2D6-substrate:  0.116
CYP3A4-inhibitor:  0.011
CYP3A4-substrate:  0.633

ADMET: Excretion

Clearance (CL):  9.167
Half-life (T1/2):  0.326

ADMET: Toxicity

hERG Blockers:  0.006
Human Hepatotoxicity (H-HT):  0.245
Drug-inuced Liver Injury (DILI):  0.974
AMES Toxicity:  0.099
Rat Oral Acute Toxicity:  0.872
Maximum Recommended Daily Dose:  0.978
Skin Sensitization:  0.978
Carcinogencity:  0.024
Eye Corrosion:  0.003
Eye Irritation:  0.94
Respiratory Toxicity:  0.002

Download Data

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

  Natural Product: NPC106601

Natural Product ID:  NPC106601
Common Name*:   Cassiatannin A
IUPAC Name:   n.a.
Synonyms:   Cassiatannin A
Standard InCHIKey:  MIKRORKCMXNOCX-IATHEQPCSA-N
Standard InCHI:  InChI=1S/C60H48O24/c61-23-13-35(72)41-39(15-23)80-54(20-2-6-27(64)32(69)10-20)51(77)44(41)48-50(76)47-45(43-37(74)18-30(67)25-17-38(75)53(81-56(25)43)19-1-5-26(63)31(68)9-19)52(78)55(21-3-7-28(65)33(70)11-21)82-57(47)49-46-42-36(73)14-24(62)16-40(42)83-60(59(46)79,84-58(48)49)22-4-8-29(66)34(71)12-22/h1-16,18,38,44-46,51-55,59,61-79H,17H2/t38-,44+,45-,46+,51+,52+,53+,54+,55+,59+,60-/m0/s1
SMILES:  Oc1cc(O)c2c(c1)O[C@@H]([C@@H]([C@H]2c1c(O)c2[C@@H]([C@@H](O)[C@H](Oc2c2c1O[C@@]1(Oc3c([C@H]2[C@H]1O)c(O)cc(c3)O)c1ccc(c(c1)O)O)c1ccc(c(c1)O)O)c1c(O)cc(c2c1O[C@@H]([C@H](C2)O)c1ccc(c(c1)O)O)O)O)c1ccc(c(c1)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1823107
PubChem CID:   44610605
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000261] Phenylpropanoids and polyketides
      • [CHEMONTID:0000334] Flavonoids
        • [CHEMONTID:0001586] Biflavonoids and polyflavonoids

*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
NPO8255 Cinnamomum aromaticum Species Lauraceae Eukaryota n.a. bark n.a. PMID[21875098]
NPO8255 Cinnamomum aromaticum Species Lauraceae Eukaryota n.a. n.a. n.a. PMID[24868863]
NPO8255 Cinnamomum aromaticum Species Lauraceae Eukaryota n.a. n.a. n.a. PMID[25089845]
NPO8255 Cinnamomum aromaticum Species Lauraceae Eukaryota Twigs n.a. n.a. PMID[28682072]
NPO8255 Cinnamomum aromaticum Species Lauraceae Eukaryota Twigs n.a. n.a. PMID[29883114]
NPO8255 Cinnamomum aromaticum Species Lauraceae Eukaryota Bark n.a. n.a. Database[FooDB]
NPO8255 Cinnamomum aromaticum Species Lauraceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO8255 Cinnamomum aromaticum Species Lauraceae Eukaryota n.a. n.a. Database[FooDB]
NPO8255 Cinnamomum aromaticum Species Lauraceae Eukaryota n.a. n.a. Database[FooDB]
NPO8255 Cinnamomum aromaticum Species Lauraceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO8255 Cinnamomum aromaticum Species Lauraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8255 Cinnamomum aromaticum Species Lauraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO8255 Cinnamomum aromaticum Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]

☑ 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
NPT31 Individual Protein Cyclooxygenase-2 Homo sapiens Inhibition = 38.0 % PMID[458401]
NPT31 Individual Protein Cyclooxygenase-2 Homo sapiens Inhibition = 52.0 % PMID[458401]
NPT31 Individual Protein Cyclooxygenase-2 Homo sapiens Inhibition = 97.0 % PMID[458401]

☑ 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 NPC106601 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 NPC212614
1.0 High Similarity NPC471404
1.0 High Similarity NPC151474
1.0 High Similarity NPC205613
1.0 High Similarity NPC86630
1.0 High Similarity NPC159526
0.9933 High Similarity NPC73517
0.9933 High Similarity NPC147743
0.9933 High Similarity NPC4809
0.9737 High Similarity NPC185231
0.9733 High Similarity NPC46335
0.9667 High Similarity NPC224161
0.96 High Similarity NPC279406
0.96 High Similarity NPC226809
0.96 High Similarity NPC272552
0.96 High Similarity NPC134911
0.96 High Similarity NPC46283
0.96 High Similarity NPC322899
0.96 High Similarity NPC44192
0.96 High Similarity NPC469944
0.96 High Similarity NPC226108
0.9533 High Similarity NPC471403
0.9408 High Similarity NPC20050
0.9408 High Similarity NPC306267
0.9299 High Similarity NPC12326
0.9276 High Similarity NPC259707
0.9267 High Similarity NPC18185
0.9267 High Similarity NPC58190
0.9267 High Similarity NPC262911
0.9267 High Similarity NPC294558
0.9267 High Similarity NPC82917
0.9267 High Similarity NPC170103
0.9267 High Similarity NPC204770
0.9267 High Similarity NPC263940
0.9267 High Similarity NPC108811
0.9267 High Similarity NPC236202
0.9267 High Similarity NPC202742
0.9267 High Similarity NPC70409
0.9211 High Similarity NPC477612
0.92 High Similarity NPC102280
0.92 High Similarity NPC155564
0.92 High Similarity NPC96576
0.92 High Similarity NPC248053
0.9172 High Similarity NPC1253
0.9172 High Similarity NPC100936
0.915 High Similarity NPC473621
0.9145 High Similarity NPC211561
0.9091 High Similarity NPC59692
0.9079 High Similarity NPC20757
0.9079 High Similarity NPC280945
0.9079 High Similarity NPC227516
0.894 High Similarity NPC171932
0.894 High Similarity NPC28440
0.8889 High Similarity NPC473480
0.8889 High Similarity NPC9309
0.8889 High Similarity NPC15538
0.8867 High Similarity NPC277331
0.8867 High Similarity NPC178054
0.8867 High Similarity NPC100482
0.8854 High Similarity NPC157333
0.8846 High Similarity NPC233467
0.8831 High Similarity NPC281549
0.8816 High Similarity NPC168579
0.8816 High Similarity NPC469313
0.8816 High Similarity NPC138227
0.8816 High Similarity NPC76176
0.8816 High Similarity NPC475492
0.8782 High Similarity NPC329343
0.8782 High Similarity NPC324517
0.8782 High Similarity NPC321972
0.8774 High Similarity NPC321657
0.8774 High Similarity NPC318373
0.875 High Similarity NPC37793
0.8718 High Similarity NPC472710
0.8718 High Similarity NPC472709
0.8706 High Similarity NPC318119
0.8701 High Similarity NPC125755
0.8701 High Similarity NPC150714
0.8701 High Similarity NPC260397
0.8701 High Similarity NPC95652
0.8693 High Similarity NPC225445
0.8679 High Similarity NPC202104
0.8675 High Similarity NPC262189
0.8654 High Similarity NPC470826
0.8654 High Similarity NPC473266
0.8654 High Similarity NPC476969
0.8654 High Similarity NPC470098
0.8647 High Similarity NPC321916
0.8642 High Similarity NPC48880
0.8636 High Similarity NPC277867
0.8636 High Similarity NPC161700
0.8636 High Similarity NPC475096
0.8636 High Similarity NPC181615
0.8634 High Similarity NPC470828
0.8627 High Similarity NPC116922
0.8608 High Similarity NPC21902
0.8599 High Similarity NPC225815
0.8599 High Similarity NPC9933
0.8599 High Similarity NPC260781
0.8599 High Similarity NPC185955
0.8599 High Similarity NPC469707
0.8599 High Similarity NPC214326
0.8599 High Similarity NPC145979
0.8599 High Similarity NPC218041
0.8599 High Similarity NPC469706
0.8599 High Similarity NPC182368
0.859 High Similarity NPC270751
0.8581 High Similarity NPC190714
0.8581 High Similarity NPC99515
0.8571 High Similarity NPC473108
0.8571 High Similarity NPC470827
0.8571 High Similarity NPC15659
0.8571 High Similarity NPC304894
0.8571 High Similarity NPC125495
0.8553 High Similarity NPC291101
0.8553 High Similarity NPC22317
0.8553 High Similarity NPC266197
0.8553 High Similarity NPC78809
0.8545 High Similarity NPC59516
0.8543 High Similarity NPC470308
0.8543 High Similarity NPC474390
0.8543 High Similarity NPC470307
0.8535 High Similarity NPC295573
0.8535 High Similarity NPC470208
0.8526 High Similarity NPC328567
0.8526 High Similarity NPC327412
0.8526 High Similarity NPC15956
0.8526 High Similarity NPC262297
0.8526 High Similarity NPC114505
0.8526 High Similarity NPC193473
0.8526 High Similarity NPC224674
0.8526 High Similarity NPC320671
0.8526 High Similarity NPC39657
0.8526 High Similarity NPC174251
0.8526 High Similarity NPC320970
0.8526 High Similarity NPC275284
0.8526 High Similarity NPC153182
0.8526 High Similarity NPC213074
0.8526 High Similarity NPC227902
0.8526 High Similarity NPC31325
0.8519 High Similarity NPC166456
0.8519 High Similarity NPC98083
0.8519 High Similarity NPC7543
0.8519 High Similarity NPC24339
0.8519 High Similarity NPC94220
0.8512 High Similarity NPC98583
0.8506 High Similarity NPC113680
0.8506 High Similarity NPC278961
0.8506 High Similarity NPC473044
0.8506 High Similarity NPC163508
0.8506 High Similarity NPC173203
0.85 High Similarity NPC8712
0.8497 Intermediate Similarity NPC89686
0.8497 Intermediate Similarity NPC469661
0.8497 Intermediate Similarity NPC273932
0.8497 Intermediate Similarity NPC257095
0.8491 Intermediate Similarity NPC476391
0.8491 Intermediate Similarity NPC157783
0.8491 Intermediate Similarity NPC325860
0.8487 Intermediate Similarity NPC70682
0.8487 Intermediate Similarity NPC260741
0.8477 Intermediate Similarity NPC470802
0.8477 Intermediate Similarity NPC471522
0.8471 Intermediate Similarity NPC473876
0.8471 Intermediate Similarity NPC175976
0.8471 Intermediate Similarity NPC304048
0.8471 Intermediate Similarity NPC329836
0.8471 Intermediate Similarity NPC226153
0.8462 Intermediate Similarity NPC317053
0.8462 Intermediate Similarity NPC324492
0.8462 Intermediate Similarity NPC14468
0.8462 Intermediate Similarity NPC274454
0.8462 Intermediate Similarity NPC215678
0.8452 Intermediate Similarity NPC65333
0.8452 Intermediate Similarity NPC100251
0.8452 Intermediate Similarity NPC473045
0.8452 Intermediate Similarity NPC177597
0.8452 Intermediate Similarity NPC25292
0.8442 Intermediate Similarity NPC5262
0.8442 Intermediate Similarity NPC475084
0.8442 Intermediate Similarity NPC472714
0.8442 Intermediate Similarity NPC475891
0.8442 Intermediate Similarity NPC469559
0.8442 Intermediate Similarity NPC189115
0.8442 Intermediate Similarity NPC59841
0.8442 Intermediate Similarity NPC204347
0.8442 Intermediate Similarity NPC2613
0.8438 Intermediate Similarity NPC106669
0.8438 Intermediate Similarity NPC475227
0.8438 Intermediate Similarity NPC200645
0.8431 Intermediate Similarity NPC61783
0.8431 Intermediate Similarity NPC20520
0.8431 Intermediate Similarity NPC106944
0.843 Intermediate Similarity NPC132111
0.8428 Intermediate Similarity NPC302915
0.8428 Intermediate Similarity NPC2745
0.8421 Intermediate Similarity NPC211549
0.8418 Intermediate Similarity NPC55158
0.8418 Intermediate Similarity NPC286235
0.8418 Intermediate Similarity NPC95392

  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 NPC106601 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
0.8333 Intermediate Similarity NPD1613 Approved
0.8333 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.816 Intermediate Similarity NPD8455 Phase 2
0.8079 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.8067 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7965 Intermediate Similarity NPD7074 Phase 3
0.7953 Intermediate Similarity NPD7228 Approved
0.7947 Intermediate Similarity NPD4908 Phase 1
0.7919 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7911 Intermediate Similarity NPD6674 Discontinued
0.7895 Intermediate Similarity NPD3027 Phase 3
0.7861 Intermediate Similarity NPD7472 Approved
0.7803 Intermediate Similarity NPD7054 Approved
0.7784 Intermediate Similarity NPD8313 Approved
0.7784 Intermediate Similarity NPD8312 Approved
0.7771 Intermediate Similarity NPD7251 Discontinued
0.7744 Intermediate Similarity NPD1653 Approved
0.7738 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7733 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7733 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7733 Intermediate Similarity NPD6166 Phase 2
0.7727 Intermediate Similarity NPD7808 Phase 3
0.7714 Intermediate Similarity NPD6797 Phase 2
0.7647 Intermediate Similarity NPD6234 Discontinued
0.76 Intermediate Similarity NPD1610 Phase 2
0.76 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7571 Intermediate Similarity NPD7240 Approved
0.7562 Intermediate Similarity NPD7266 Discontinued
0.756 Intermediate Similarity NPD37 Approved
0.7558 Intermediate Similarity NPD7199 Phase 2
0.7529 Intermediate Similarity NPD4967 Phase 2
0.7529 Intermediate Similarity NPD4966 Approved
0.7529 Intermediate Similarity NPD4965 Approved
0.7515 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7443 Intermediate Similarity NPD3818 Discontinued
0.7419 Intermediate Similarity NPD2861 Phase 2
0.7401 Intermediate Similarity NPD5844 Phase 1
0.7389 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7384 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7377 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7371 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD1091 Approved
0.7356 Intermediate Similarity NPD6959 Discontinued
0.7353 Intermediate Similarity NPD1934 Approved
0.7348 Intermediate Similarity NPD8053 Approved
0.7348 Intermediate Similarity NPD8054 Approved
0.7333 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7325 Intermediate Similarity NPD4625 Phase 3
0.7314 Intermediate Similarity NPD3787 Discontinued
0.7278 Intermediate Similarity NPD6559 Discontinued
0.7277 Intermediate Similarity NPD7680 Approved
0.7267 Intermediate Similarity NPD7097 Phase 1
0.7256 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7235 Intermediate Similarity NPD4380 Phase 2
0.7225 Intermediate Similarity NPD7768 Phase 2
0.7219 Intermediate Similarity NPD1548 Phase 1
0.7213 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7188 Intermediate Similarity NPD4060 Phase 1
0.7184 Intermediate Similarity NPD7975 Clinical (unspecified phase)
0.7161 Intermediate Similarity NPD4749 Approved
0.7158 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD7447 Phase 1
0.7143 Intermediate Similarity NPD5124 Phase 1
0.7143 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7135 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7126 Intermediate Similarity NPD5058 Phase 3
0.7115 Intermediate Similarity NPD8651 Approved
0.711 Intermediate Similarity NPD1465 Phase 2
0.7102 Intermediate Similarity NPD5494 Approved
0.7095 Intermediate Similarity NPD7473 Discontinued
0.7092 Intermediate Similarity NPD8151 Discontinued
0.7086 Intermediate Similarity NPD7075 Discontinued
0.7083 Intermediate Similarity NPD7212 Phase 2
0.7083 Intermediate Similarity NPD7213 Phase 3
0.7056 Intermediate Similarity NPD3751 Discontinued
0.7049 Intermediate Similarity NPD7549 Discontinued
0.7041 Intermediate Similarity NPD4160 Clinical (unspecified phase)
0.7041 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7022 Intermediate Similarity NPD6232 Discontinued
0.7021 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7017 Intermediate Similarity NPD8156 Discontinued
0.7011 Intermediate Similarity NPD2801 Approved
0.7011 Intermediate Similarity NPD7819 Suspended
0.6982 Remote Similarity NPD1511 Approved
0.6981 Remote Similarity NPD3018 Phase 2
0.6975 Remote Similarity NPD3619 Clinical (unspecified phase)
0.6975 Remote Similarity NPD3620 Phase 2
0.6966 Remote Similarity NPD8127 Discontinued
0.6961 Remote Similarity NPD8099 Discontinued
0.6961 Remote Similarity NPD8252 Approved
0.6961 Remote Similarity NPD8251 Approved
0.6951 Remote Similarity NPD4536 Approved
0.6951 Remote Similarity NPD4537 Clinical (unspecified phase)
0.6951 Remote Similarity NPD4538 Approved
0.6935 Remote Similarity NPD7782 Clinical (unspecified phase)
0.6935 Remote Similarity NPD7783 Phase 2
0.6918 Remote Similarity NPD6917 Clinical (unspecified phase)
0.6914 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6909 Remote Similarity NPD5960 Phase 3
0.6909 Remote Similarity NPD5588 Approved
0.6902 Remote Similarity NPD7685 Pre-registration
0.6901 Remote Similarity NPD1512 Approved
0.6897 Remote Similarity NPD7411 Suspended
0.6897 Remote Similarity NPD7615 Clinical (unspecified phase)
0.6875 Remote Similarity NPD3817 Phase 2
0.6862 Remote Similarity NPD7906 Approved
0.6852 Remote Similarity NPD6859 Clinical (unspecified phase)
0.6845 Remote Similarity NPD1652 Phase 2
0.6836 Remote Similarity NPD3882 Suspended
0.6835 Remote Similarity NPD2983 Phase 2
0.6835 Remote Similarity NPD2982 Phase 2
0.6833 Remote Similarity NPD7229 Phase 3
0.6829 Remote Similarity NPD5735 Approved
0.6826 Remote Similarity NPD5763 Approved
0.6826 Remote Similarity NPD2029 Clinical (unspecified phase)
0.6826 Remote Similarity NPD5762 Approved
0.6821 Remote Similarity NPD7843 Approved
0.6815 Remote Similarity NPD3705 Approved
0.6809 Remote Similarity NPD4663 Approved
0.6805 Remote Similarity NPD8166 Discontinued
0.6805 Remote Similarity NPD7466 Approved
0.6805 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6797 Remote Similarity NPD7157 Approved
0.6791 Remote Similarity NPD7090 Clinical (unspecified phase)
0.6784 Remote Similarity NPD7040 Clinical (unspecified phase)
0.6784 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6784 Remote Similarity NPD7041 Phase 2
0.6782 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6782 Remote Similarity NPD7458 Discontinued
0.678 Remote Similarity NPD5402 Approved
0.6776 Remote Similarity NPD5283 Phase 1
0.6774 Remote Similarity NPD8453 Clinical (unspecified phase)
0.6772 Remote Similarity NPD2981 Phase 2
0.6766 Remote Similarity NPD6100 Approved
0.6766 Remote Similarity NPD6099 Approved
0.6765 Remote Similarity NPD6190 Approved
0.6763 Remote Similarity NPD6980 Clinical (unspecified phase)
0.6761 Remote Similarity NPD6801 Discontinued
0.6748 Remote Similarity NPD6798 Discontinued
0.6747 Remote Similarity NPD7119 Phase 2
0.6744 Remote Similarity NPD7410 Clinical (unspecified phase)
0.6744 Remote Similarity NPD7446 Clinical (unspecified phase)
0.6744 Remote Similarity NPD4378 Clinical (unspecified phase)
0.6738 Remote Similarity NPD7313 Approved
0.6738 Remote Similarity NPD7310 Approved
0.6738 Remote Similarity NPD4577 Approved
0.6738 Remote Similarity NPD7311 Approved
0.6738 Remote Similarity NPD4578 Approved
0.6738 Remote Similarity NPD7312 Approved
0.673 Remote Similarity NPD3600 Clinical (unspecified phase)
0.6727 Remote Similarity NPD6355 Discontinued
0.6726 Remote Similarity NPD1550 Clinical (unspecified phase)
0.6726 Remote Similarity NPD1552 Clinical (unspecified phase)
0.6717 Remote Similarity NPD7871 Phase 2
0.6717 Remote Similarity NPD7870 Phase 2
0.6707 Remote Similarity NPD6028 Clinical (unspecified phase)
0.6707 Remote Similarity NPD6029 Clinical (unspecified phase)
0.6706 Remote Similarity NPD3750 Approved
0.6706 Remote Similarity NPD3892 Phase 2
0.6702 Remote Similarity NPD7309 Approved
0.6688 Remote Similarity NPD5125 Phase 3
0.6688 Remote Similarity NPD6516 Phase 2
0.6688 Remote Similarity NPD5846 Approved
0.6688 Remote Similarity NPD6671 Approved
0.6688 Remote Similarity NPD5126 Approved
0.6687 Remote Similarity NPD7095 Approved
0.6686 Remote Similarity NPD8158 Clinical (unspecified phase)
0.6686 Remote Similarity NPD1549 Phase 2
0.6685 Remote Similarity NPD6374 Clinical (unspecified phase)
0.6684 Remote Similarity NPD6843 Phase 3
0.6684 Remote Similarity NPD6842 Approved
0.6684 Remote Similarity NPD6841 Approved
0.6667 Remote Similarity NPD27 Approved
0.6667 Remote Similarity NPD5403 Approved
0.6667 Remote Similarity NPD7945 Clinical (unspecified phase)
0.6667 Remote Similarity NPD7696 Phase 3
0.6667 Remote Similarity NPD7698 Approved
0.6667 Remote Similarity NPD7697 Approved
0.6667 Remote Similarity NPD2489 Approved
0.6648 Remote Similarity NPD3051 Approved
0.6647 Remote Similarity NPD5177 Phase 3
0.6645 Remote Similarity NPD228 Approved
0.6624 Remote Similarity NPD1357 Approved
0.6623 Remote Similarity NPD3021 Approved
0.6623 Remote Similarity NPD3022 Approved
0.6617 Remote Similarity NPD7701 Phase 2
0.6616 Remote Similarity NPD6823 Phase 2
0.6612 Remote Similarity NPD2969 Approved
0.6612 Remote Similarity NPD2970 Approved
0.6608 Remote Similarity NPD6331 Phase 2
0.6607 Remote Similarity NPD4108 Discontinued
0.6606 Remote Similarity NPD6233 Phase 2
0.6605 Remote Similarity NPD6584 Phase 3
0.6604 Remote Similarity NPD422 Phase 1
0.6599 Remote Similarity NPD6782 Approved
0.6599 Remote Similarity NPD6780 Approved
0.6599 Remote Similarity NPD6776 Approved
0.6599 Remote Similarity NPD6779 Approved

  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