Structure

Physi-Chem Properties

Molecular Weight:  153.04
Volume:  147.894
LogP:  0.757
LogD:  0.098
LogS:  -2.175
# Rotatable Bonds:  1
TPSA:  83.55
# H-Bond Aceptor:  4
# H-Bond Donor:  4
# Rings:  1
# Heavy Atoms:  4

MedChem Properties

QED Drug-Likeness Score:  0.409
Synthetic Accessibility Score:  1.826
Fsp3:  0.0
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.311
MDCK Permeability:  2.8016225769533776e-05
Pgp-inhibitor:  0.001
Pgp-substrate:  0.939
Human Intestinal Absorption (HIA):  0.009
20% Bioavailability (F20%):  0.008
30% Bioavailability (F30%):  0.995

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.237
Plasma Protein Binding (PPB):  30.231719970703125%
Volume Distribution (VD):  0.441
Pgp-substrate:  72.66791534423828%

ADMET: Metabolism

CYP1A2-inhibitor:  0.033
CYP1A2-substrate:  0.088
CYP2C19-inhibitor:  0.063
CYP2C19-substrate:  0.047
CYP2C9-inhibitor:  0.238
CYP2C9-substrate:  0.102
CYP2D6-inhibitor:  0.01
CYP2D6-substrate:  0.138
CYP3A4-inhibitor:  0.035
CYP3A4-substrate:  0.05

ADMET: Excretion

Clearance (CL):  9.229
Half-life (T1/2):  0.911

ADMET: Toxicity

hERG Blockers:  0.019
Human Hepatotoxicity (H-HT):  0.354
Drug-inuced Liver Injury (DILI):  0.871
AMES Toxicity:  0.044
Rat Oral Acute Toxicity:  0.029
Maximum Recommended Daily Dose:  0.007
Skin Sensitization:  0.61
Carcinogencity:  0.035
Eye Corrosion:  0.024
Eye Irritation:  0.979
Respiratory Toxicity:  0.953

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

  Natural Product: NPC314252

Natural Product ID:  NPC314252
Common Name*:   3-Amino-4-Hydroxybenzoic Acid
IUPAC Name:   3-amino-4-hydroxybenzoic acid
Synonyms:  
Standard InCHIKey:  MRBKRZAPGUCWOS-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C7H7NO3/c8-5-3-4(7(10)11)1-2-6(5)9/h1-3,9H,8H2,(H,10,11)
SMILES:  OC(=O)c1ccc(c(c1)N)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL242963
PubChem CID:   65083
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0002448] Benzenoids
      • [CHEMONTID:0002279] Benzene and substituted derivatives
        • [CHEMONTID:0000176] Benzoic acids and derivatives
          • [CHEMONTID:0001248] Hydroxybenzoic acid derivatives

*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
NPO17163 Streptomyces griseolavendus Species Streptomycetaceae Bacteria n.a. n.a. n.a. PMID[2614420]

☑ 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
NPT1556 Individual Protein Epidermal growth factor receptor erbB1 Mus musculus IC50 > 100.0 ug.mL-1 PMID[536005]
NPT2 Others Unspecified IC50 = 3800000.0 nM PMID[536004]
NPT2 Others Unspecified IC50 = 263026799189.54 nM PMID[536004]
NPT2 Others Unspecified Km = 70000.0 nM PMID[536006]
NPT2 Others Unspecified Kcat/Km = 41860.0 /min/mM PMID[536006]
NPT2 Others Unspecified Kcat = 2930.0 /min PMID[536006]

☑ 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 NPC314252 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
0.8978 High Similarity NPC181526
0.8561 High Similarity NPC316574
0.8462 Intermediate Similarity NPC229353
0.8298 Intermediate Similarity NPC43218
0.784 Intermediate Similarity NPC474815
0.7838 Intermediate Similarity NPC323798
0.7823 Intermediate Similarity NPC301702
0.782 Intermediate Similarity NPC160179
0.7815 Intermediate Similarity NPC241392
0.78 Intermediate Similarity NPC315829
0.7794 Intermediate Similarity NPC150323
0.7794 Intermediate Similarity NPC130931
0.7669 Intermediate Similarity NPC315631
0.7615 Intermediate Similarity NPC29883
0.7538 Intermediate Similarity NPC184658
0.7448 Intermediate Similarity NPC313466
0.7432 Intermediate Similarity NPC159722
0.7426 Intermediate Similarity NPC222982
0.7396 Intermediate Similarity NPC132751
0.7308 Intermediate Similarity NPC311660
0.7262 Intermediate Similarity NPC98416
0.7256 Intermediate Similarity NPC471778
0.7251 Intermediate Similarity NPC288854
0.7246 Intermediate Similarity NPC106551
0.7246 Intermediate Similarity NPC188867
0.7246 Intermediate Similarity NPC281686
0.7216 Intermediate Similarity NPC108847
0.7184 Intermediate Similarity NPC70340
0.7161 Intermediate Similarity NPC146370
0.716 Intermediate Similarity NPC199737
0.716 Intermediate Similarity NPC475983
0.7153 Intermediate Similarity NPC205946
0.7152 Intermediate Similarity NPC238412
0.7133 Intermediate Similarity NPC122542
0.7122 Intermediate Similarity NPC131192
0.7114 Intermediate Similarity NPC253476
0.7103 Intermediate Similarity NPC314278
0.7092 Intermediate Similarity NPC239697
0.7083 Intermediate Similarity NPC226794
0.7059 Intermediate Similarity NPC314113
0.7051 Intermediate Similarity NPC17760
0.7021 Intermediate Similarity NPC161943
0.7021 Intermediate Similarity NPC94298
0.7021 Intermediate Similarity NPC241089
0.7021 Intermediate Similarity NPC27633
0.7021 Intermediate Similarity NPC273282
0.7021 Intermediate Similarity NPC474890
0.7013 Intermediate Similarity NPC13696
0.7007 Intermediate Similarity NPC122235
0.6972 Remote Similarity NPC156654
0.6963 Remote Similarity NPC226699
0.6948 Remote Similarity NPC43477
0.6941 Remote Similarity NPC9475
0.694 Remote Similarity NPC219913
0.6928 Remote Similarity NPC181527
0.6918 Remote Similarity NPC144691
0.6913 Remote Similarity NPC314098
0.6905 Remote Similarity NPC474814
0.6905 Remote Similarity NPC112336
0.6901 Remote Similarity NPC142638
0.6901 Remote Similarity NPC317784
0.6894 Remote Similarity NPC70201
0.6889 Remote Similarity NPC6984
0.6889 Remote Similarity NPC187913
0.6883 Remote Similarity NPC242933
0.6879 Remote Similarity NPC83718
0.6861 Remote Similarity NPC95172
0.6853 Remote Similarity NPC61779
0.6828 Remote Similarity NPC27581
0.6826 Remote Similarity NPC314861
0.6824 Remote Similarity NPC307437
0.6824 Remote Similarity NPC72473
0.6824 Remote Similarity NPC58827
0.6788 Remote Similarity NPC17525
0.6788 Remote Similarity NPC100551
0.6781 Remote Similarity NPC67300
0.6776 Remote Similarity NPC91615
0.6774 Remote Similarity NPC47986
0.6767 Remote Similarity NPC52472
0.6765 Remote Similarity NPC317592
0.6763 Remote Similarity NPC212718
0.6763 Remote Similarity NPC114682
0.6759 Remote Similarity NPC326079
0.6739 Remote Similarity NPC255721
0.6736 Remote Similarity NPC319950
0.6735 Remote Similarity NPC174991
0.673 Remote Similarity NPC259678
0.6711 Remote Similarity NPC305717
0.6711 Remote Similarity NPC321561
0.6692 Remote Similarity NPC245561
0.6691 Remote Similarity NPC116842
0.6689 Remote Similarity NPC184219
0.6687 Remote Similarity NPC231862
0.6686 Remote Similarity NPC8467
0.6667 Remote Similarity NPC161593
0.6667 Remote Similarity NPC16031
0.6667 Remote Similarity NPC223004
0.6667 Remote Similarity NPC73280
0.6667 Remote Similarity NPC98543
0.6667 Remote Similarity NPC11824
0.6667 Remote Similarity NPC145888
0.6667 Remote Similarity NPC69403
0.6667 Remote Similarity NPC283844
0.6667 Remote Similarity NPC242136
0.6667 Remote Similarity NPC225710
0.6667 Remote Similarity NPC291189
0.6647 Remote Similarity NPC57105
0.6644 Remote Similarity NPC49938
0.6643 Remote Similarity NPC268388
0.6623 Remote Similarity NPC173295
0.6623 Remote Similarity NPC477432
0.6623 Remote Similarity NPC325651
0.6621 Remote Similarity NPC158222
0.6621 Remote Similarity NPC161617
0.6618 Remote Similarity NPC256838
0.661 Remote Similarity NPC477391
0.6603 Remote Similarity NPC319645
0.6603 Remote Similarity NPC469828
0.66 Remote Similarity NPC110211
0.66 Remote Similarity NPC473751
0.66 Remote Similarity NPC204579
0.66 Remote Similarity NPC95309
0.6599 Remote Similarity NPC142577
0.6596 Remote Similarity NPC231717
0.6577 Remote Similarity NPC221798
0.6575 Remote Similarity NPC159525
0.6573 Remote Similarity NPC4665
0.6573 Remote Similarity NPC220540
0.6573 Remote Similarity NPC322197
0.6571 Remote Similarity NPC298320
0.6569 Remote Similarity NPC13495
0.6556 Remote Similarity NPC158654
0.6554 Remote Similarity NPC475192
0.6554 Remote Similarity NPC68167
0.6549 Remote Similarity NPC309808
0.6548 Remote Similarity NPC257763
0.6536 Remote Similarity NPC48909
0.6534 Remote Similarity NPC472163
0.6532 Remote Similarity NPC95412
0.6531 Remote Similarity NPC297186
0.6531 Remote Similarity NPC248363
0.6529 Remote Similarity NPC182131
0.6519 Remote Similarity NPC29601
0.6515 Remote Similarity NPC81010
0.6515 Remote Similarity NPC32977
0.6513 Remote Similarity NPC473744
0.6513 Remote Similarity NPC193203
0.6513 Remote Similarity NPC2596
0.6513 Remote Similarity NPC194562
0.6513 Remote Similarity NPC229894
0.6512 Remote Similarity NPC83241
0.6512 Remote Similarity NPC469671
0.6512 Remote Similarity NPC126676
0.6503 Remote Similarity NPC81808
0.65 Remote Similarity NPC145638
0.65 Remote Similarity NPC290566
0.6494 Remote Similarity NPC88667
0.649 Remote Similarity NPC475236
0.6486 Remote Similarity NPC45438
0.6486 Remote Similarity NPC143427
0.6486 Remote Similarity NPC19174
0.6486 Remote Similarity NPC156139
0.6486 Remote Similarity NPC73532
0.6486 Remote Similarity NPC115159
0.6486 Remote Similarity NPC224273
0.6486 Remote Similarity NPC267552
0.6483 Remote Similarity NPC230349
0.6483 Remote Similarity NPC150919
0.6479 Remote Similarity NPC17693
0.6475 Remote Similarity NPC141523
0.6475 Remote Similarity NPC303264
0.6475 Remote Similarity NPC34715
0.6471 Remote Similarity NPC226855
0.6471 Remote Similarity NPC117899
0.6471 Remote Similarity NPC94810
0.6471 Remote Similarity NPC194979
0.6464 Remote Similarity NPC144381
0.6462 Remote Similarity NPC62765
0.6458 Remote Similarity NPC278102
0.6456 Remote Similarity NPC238108
0.6449 Remote Similarity NPC163734
0.6447 Remote Similarity NPC214620
0.6444 Remote Similarity NPC280869
0.6443 Remote Similarity NPC133909
0.6443 Remote Similarity NPC309765
0.6443 Remote Similarity NPC32032
0.6438 Remote Similarity NPC249435
0.6438 Remote Similarity NPC209486
0.6438 Remote Similarity NPC40649
0.6437 Remote Similarity NPC303225
0.6434 Remote Similarity NPC211421
0.6429 Remote Similarity NPC224584
0.6429 Remote Similarity NPC42292
0.6429 Remote Similarity NPC307732
0.6424 Remote Similarity NPC262671
0.6424 Remote Similarity NPC201728
0.6423 Remote Similarity NPC13426
0.6419 Remote Similarity NPC56634
0.6414 Remote Similarity NPC128825
0.6414 Remote Similarity NPC312800

  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 NPC314252 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
0.9353 High Similarity NPD9509 Clinical (unspecified phase)
0.8561 High Similarity NPD9279 Approved
0.7848 Intermediate Similarity NPD2247 Approved
0.7848 Intermediate Similarity NPD2249 Approved
0.7843 Intermediate Similarity NPD3684 Discontinued
0.7838 Intermediate Similarity NPD1196 Approved
0.7823 Intermediate Similarity NPD9277 Approved
0.7823 Intermediate Similarity NPD75 Approved
0.7794 Intermediate Similarity NPD9272 Approved
0.777 Intermediate Similarity NPD1195 Approved
0.7755 Intermediate Similarity NPD9278 Suspended
0.7755 Intermediate Similarity NPD9274 Approved
0.7755 Intermediate Similarity NPD9276 Approved
0.7755 Intermediate Similarity NPD9275 Approved
0.7682 Intermediate Similarity NPD1543 Discontinued
0.7615 Intermediate Similarity NPD9265 Clinical (unspecified phase)
0.7378 Intermediate Similarity NPD1220 Phase 1
0.7342 Intermediate Similarity NPD2672 Discontinued
0.7299 Intermediate Similarity NPD255 Approved
0.7299 Intermediate Similarity NPD256 Approved
0.7267 Intermediate Similarity NPD1898 Discontinued
0.7256 Intermediate Similarity NPD1839 Phase 1
0.7246 Intermediate Similarity NPD9568 Approved
0.7246 Intermediate Similarity NPD1221 Approved
0.7234 Intermediate Similarity NPD9693 Approved
0.7234 Intermediate Similarity NPD9692 Approved
0.7212 Intermediate Similarity NPD1913 Phase 1
0.7176 Intermediate Similarity NPD3253 Clinical (unspecified phase)
0.7107 Intermediate Similarity NPD3229 Phase 2
0.7083 Intermediate Similarity NPD2361 Approved
0.7024 Intermediate Similarity NPD2359 Approved
0.7021 Intermediate Similarity NPD9545 Approved
0.7013 Intermediate Similarity NPD1189 Approved
0.7012 Intermediate Similarity NPD955 Approved
0.6986 Remote Similarity NPD9567 Approved
0.6986 Remote Similarity NPD552 Approved
0.6986 Remote Similarity NPD553 Approved
0.6968 Remote Similarity NPD1625 Approved
0.6948 Remote Similarity NPD9477 Approved
0.6918 Remote Similarity NPD1574 Approved
0.6884 Remote Similarity NPD9508 Approved
0.6882 Remote Similarity NPD2514 Approved
0.6875 Remote Similarity NPD711 Discontinued
0.6842 Remote Similarity NPD9694 Discovery
0.6788 Remote Similarity NPD74 Approved
0.6788 Remote Similarity NPD9266 Approved
0.6786 Remote Similarity NPD2681 Approved
0.6786 Remote Similarity NPD2680 Approved
0.6763 Remote Similarity NPD5445 Approved
0.6755 Remote Similarity NPD9471 Clinical (unspecified phase)
0.6738 Remote Similarity NPD2434 Approved
0.6727 Remote Similarity NPD6283 Phase 2
0.6724 Remote Similarity NPD6104 Discontinued
0.6715 Remote Similarity NPD9267 Approved
0.6715 Remote Similarity NPD9263 Approved
0.6715 Remote Similarity NPD9264 Approved
0.6711 Remote Similarity NPD258 Approved
0.6711 Remote Similarity NPD257 Approved
0.671 Remote Similarity NPD1626 Approved
0.6707 Remote Similarity NPD2366 Approved
0.6687 Remote Similarity NPD3559 Clinical (unspecified phase)
0.6687 Remote Similarity NPD3560 Approved
0.6687 Remote Similarity NPD3558 Approved
0.6687 Remote Similarity NPD3557 Approved
0.6687 Remote Similarity NPD3556 Approved
0.6686 Remote Similarity NPD2821 Approved
0.6667 Remote Similarity NPD662 Approved
0.6667 Remote Similarity NPD212 Discontinued
0.6667 Remote Similarity NPD658 Approved
0.6667 Remote Similarity NPD659 Approved
0.6667 Remote Similarity NPD9269 Phase 2
0.6667 Remote Similarity NPD9569 Approved
0.6667 Remote Similarity NPD663 Approved
0.6667 Remote Similarity NPD656 Approved
0.6667 Remote Similarity NPD1168 Approved
0.6629 Remote Similarity NPD5637 Discontinued
0.6622 Remote Similarity NPD657 Approved
0.6622 Remote Similarity NPD655 Approved
0.6622 Remote Similarity NPD661 Approved
0.6622 Remote Similarity NPD660 Approved
0.6621 Remote Similarity NPD9268 Approved
0.6612 Remote Similarity NPD6161 Approved
0.6612 Remote Similarity NPD6162 Approved
0.6603 Remote Similarity NPD1110 Approved
0.6603 Remote Similarity NPD1109 Approved
0.6596 Remote Similarity NPD181 Approved
0.6585 Remote Similarity NPD5086 Approved
0.6577 Remote Similarity NPD196 Phase 1
0.6564 Remote Similarity NPD1670 Discontinued
0.6552 Remote Similarity NPD3965 Phase 1
0.6543 Remote Similarity NPD4888 Discontinued
0.6543 Remote Similarity NPD4161 Discontinued
0.6538 Remote Similarity NPD6636 Phase 3
0.6529 Remote Similarity NPD1559 Discontinued
0.6519 Remote Similarity NPD5871 Discontinued
0.651 Remote Similarity NPD182 Clinical (unspecified phase)
0.65 Remote Similarity NPD9380 Clinical (unspecified phase)
0.65 Remote Similarity NPD5819 Phase 2
0.6497 Remote Similarity NPD1891 Discontinued
0.6497 Remote Similarity NPD3170 Approved
0.6494 Remote Similarity NPD259 Phase 1
0.649 Remote Similarity NPD698 Approved
0.649 Remote Similarity NPD701 Approved
0.6471 Remote Similarity NPD9537 Phase 1
0.6471 Remote Similarity NPD9536 Phase 1
0.6463 Remote Similarity NPD1230 Approved
0.6462 Remote Similarity NPD9256 Approved
0.6462 Remote Similarity NPD9258 Approved
0.6458 Remote Similarity NPD9342 Approved
0.6456 Remote Similarity NPD9570 Approved
0.6453 Remote Similarity NPD1161 Approved
0.6452 Remote Similarity NPD825 Approved
0.6452 Remote Similarity NPD826 Approved
0.6433 Remote Similarity NPD1532 Approved
0.6429 Remote Similarity NPD476 Approved
0.6424 Remote Similarity NPD1593 Approved
0.6423 Remote Similarity NPD9261 Approved
0.6414 Remote Similarity NPD9493 Approved
0.641 Remote Similarity NPD555 Phase 2
0.641 Remote Similarity NPD275 Approved
0.641 Remote Similarity NPD274 Approved
0.6402 Remote Similarity NPD7597 Clinical (unspecified phase)
0.64 Remote Similarity NPD1544 Phase 1
0.6389 Remote Similarity NPD3154 Approved
0.6389 Remote Similarity NPD3153 Approved
0.6389 Remote Similarity NPD9281 Approved
0.6386 Remote Similarity NPD3455 Phase 2
0.638 Remote Similarity NPD1340 Discontinued
0.6379 Remote Similarity NPD2248 Approved
0.6379 Remote Similarity NPD2246 Approved
0.6379 Remote Similarity NPD3451 Clinical (unspecified phase)
0.6377 Remote Similarity NPD9608 Approved
0.6377 Remote Similarity NPD9610 Approved
0.6374 Remote Similarity NPD5928 Phase 1
0.6369 Remote Similarity NPD3812 Clinical (unspecified phase)
0.6364 Remote Similarity NPD1170 Approved
0.6364 Remote Similarity NPD3136 Phase 2
0.6364 Remote Similarity NPD9718 Approved
0.6358 Remote Similarity NPD5183 Approved
0.6358 Remote Similarity NPD5186 Approved
0.6357 Remote Similarity NPD9507 Approved
0.6354 Remote Similarity NPD6793 Clinical (unspecified phase)
0.6353 Remote Similarity NPD1210 Approved
0.6349 Remote Similarity NPD6795 Clinical (unspecified phase)
0.631 Remote Similarity NPD2836 Approved
0.6303 Remote Similarity NPD2737 Clinical (unspecified phase)
0.6294 Remote Similarity NPD1012 Discontinued
0.6283 Remote Similarity NPD4465 Phase 2
0.6283 Remote Similarity NPD4467 Phase 2
0.628 Remote Similarity NPD1801 Approved
0.628 Remote Similarity NPD1802 Approved
0.6278 Remote Similarity NPD7546 Discontinued
0.6273 Remote Similarity NPD167 Phase 2
0.6273 Remote Similarity NPD168 Phase 1
0.6264 Remote Similarity NPD1293 Approved
0.6259 Remote Similarity NPD318 Approved
0.6259 Remote Similarity NPD317 Approved
0.6259 Remote Similarity NPD9247 Phase 3
0.625 Remote Similarity NPD1519 Approved
0.625 Remote Similarity NPD7449 Clinical (unspecified phase)
0.625 Remote Similarity NPD1537 Approved
0.625 Remote Similarity NPD1538 Phase 1
0.625 Remote Similarity NPD9587 Clinical (unspecified phase)
0.6243 Remote Similarity NPD3251 Approved
0.6243 Remote Similarity NPD6045 Phase 3
0.6243 Remote Similarity NPD927 Approved
0.6242 Remote Similarity NPD1531 Approved
0.6228 Remote Similarity NPD4003 Phase 3
0.6226 Remote Similarity NPD2670 Approved
0.6223 Remote Similarity NPD4668 Phase 2
0.622 Remote Similarity NPD3141 Discontinued
0.6218 Remote Similarity NPD3764 Approved
0.6216 Remote Similarity NPD1759 Phase 1
0.6213 Remote Similarity NPD1187 Discontinued
0.6209 Remote Similarity NPD9540 Approved
0.6209 Remote Similarity NPD1164 Approved
0.6207 Remote Similarity NPD2034 Discontinued
0.6203 Remote Similarity NPD1228 Phase 2
0.6203 Remote Similarity NPD230 Phase 1
0.6199 Remote Similarity NPD4311 Approved
0.6196 Remote Similarity NPD4258 Approved
0.6196 Remote Similarity NPD4259 Approved
0.619 Remote Similarity NPD5608 Approved
0.619 Remote Similarity NPD5609 Approved
0.6185 Remote Similarity NPD3252 Approved
0.618 Remote Similarity NPD5498 Phase 2
0.6178 Remote Similarity NPD520 Approved
0.6178 Remote Similarity NPD7071 Clinical (unspecified phase)
0.6178 Remote Similarity NPD7316 Discontinued
0.6174 Remote Similarity NPD4196 Clinical (unspecified phase)
0.6158 Remote Similarity NPD7324 Discontinued
0.6154 Remote Similarity NPD3538 Suspended
0.6154 Remote Similarity NPD9259 Approved
0.6154 Remote Similarity NPD9257 Approved
0.6149 Remote Similarity NPD5823 Approved
0.6149 Remote Similarity NPD16 Approved
0.6149 Remote Similarity NPD1758 Phase 1
0.6149 Remote Similarity NPD1523 Approved
0.6149 Remote Similarity NPD1522 Approved
0.6149 Remote Similarity NPD856 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