Drug Information

Drug ID:  NPD1904
Drug Name:  Chlordiazepoxide
Molecular Formula:  C16H14ClN3O
Canonical SMILES:  CN=C1Nc2ccc(cc2C(=N(=O)C1)c1ccccc1)Cl
Standard InCHI:  InChI=1S/C16H14ClN3O/c1-18-15-10-20(21)16(11-5-3-2-4-6-11)13-9-12(17)7-8-14(13)19-15/h2-9H,10H2,1H3,(H,18,19)
Standard InCHIKey:  ANTSCNMPPGJYLG-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  ChEMBL; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD1904

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
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.


  Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level Similarity Score Natural Product ID
Intermediate Similarity 0.8169 NPC325599
Intermediate Similarity 0.7868 NPC317564
Intermediate Similarity 0.7226 NPC314141
Intermediate Similarity 0.7122 NPC288232
Intermediate Similarity 0.7111 NPC302790
Intermediate Similarity 0.7021 NPC192209
Intermediate Similarity 0.7007 NPC476950
Remote Similarity 0.6978 NPC296163
Remote Similarity 0.6901 NPC313449
Remote Similarity 0.6892 NPC469949
Remote Similarity 0.6857 NPC187036
Remote Similarity 0.6831 NPC125416
Remote Similarity 0.6687 NPC477591
Remote Similarity 0.6619 NPC164802
Remote Similarity 0.6566 NPC476464
Remote Similarity 0.6538 NPC198988
Remote Similarity 0.6534 NPC314919
Remote Similarity 0.6497 NPC325252
Remote Similarity 0.6496 NPC474430
Remote Similarity 0.6494 NPC22079
Remote Similarity 0.6481 NPC204141
Remote Similarity 0.6478 NPC32002
Remote Similarity 0.6478 NPC315348
Remote Similarity 0.6478 NPC2823
Remote Similarity 0.6471 NPC9856
Remote Similarity 0.6383 NPC77294
Remote Similarity 0.6376 NPC475915
Remote Similarity 0.6369 NPC471609
Remote Similarity 0.6369 NPC300299
Remote Similarity 0.6369 NPC115049
Remote Similarity 0.6359 NPC314058
Remote Similarity 0.6359 NPC316018
Remote Similarity 0.6359 NPC316359
Remote Similarity 0.6359 NPC315617
Remote Similarity 0.6352 NPC125746
Remote Similarity 0.6346 NPC475450
Remote Similarity 0.634 NPC250361
Remote Similarity 0.6335 NPC115611
Remote Similarity 0.6331 NPC236711
Remote Similarity 0.6327 NPC148140
Remote Similarity 0.6323 NPC473587
Remote Similarity 0.6312 NPC79618
Remote Similarity 0.6306 NPC313352
Remote Similarity 0.6296 NPC473868
Remote Similarity 0.6296 NPC63157
Remote Similarity 0.6291 NPC41174
Remote Similarity 0.6289 NPC218268
Remote Similarity 0.6284 NPC81561
Remote Similarity 0.6282 NPC475428
Remote Similarity 0.628 NPC470440
Remote Similarity 0.6273 NPC88097
Remote Similarity 0.6258 NPC473762
Remote Similarity 0.625 NPC471132
Remote Similarity 0.6242 NPC54102
Remote Similarity 0.6242 NPC162689
Remote Similarity 0.6242 NPC179365
Remote Similarity 0.6235 NPC59084
Remote Similarity 0.6235 NPC2949
Remote Similarity 0.6213 NPC476297
Remote Similarity 0.6209 NPC122718
Remote Similarity 0.6205 NPC114209
Remote Similarity 0.6203 NPC184437
Remote Similarity 0.6203 NPC473930
Remote Similarity 0.6196 NPC476454
Remote Similarity 0.6188 NPC83381
Remote Similarity 0.6187 NPC291610
Remote Similarity 0.6185 NPC162799
Remote Similarity 0.6178 NPC476687
Remote Similarity 0.6178 NPC476685
Remote Similarity 0.6178 NPC476689
Remote Similarity 0.6169 NPC252794
Remote Similarity 0.6159 NPC215519
Remote Similarity 0.6149 NPC84911
Remote Similarity 0.6149 NPC471130
Remote Similarity 0.6145 NPC143872
Remote Similarity 0.6135 NPC469780
Remote Similarity 0.6135 NPC469784
Remote Similarity 0.6135 NPC469783
Remote Similarity 0.6135 NPC469761
Remote Similarity 0.6135 NPC469768
Remote Similarity 0.6135 NPC469767
Remote Similarity 0.6135 NPC469779
Remote Similarity 0.6135 NPC284635
Remote Similarity 0.6129 NPC145754
Remote Similarity 0.6127 NPC225018
Remote Similarity 0.6127 NPC470203
Remote Similarity 0.6127 NPC88970
Remote Similarity 0.6118 NPC476219
Remote Similarity 0.6108 NPC179787
Remote Similarity 0.6108 NPC21605
Remote Similarity 0.6108 NPC201380
Remote Similarity 0.6099 NPC471785
Remote Similarity 0.6098 NPC469766
Remote Similarity 0.6087 NPC29886
Remote Similarity 0.6087 NPC96102
Remote Similarity 0.6087 NPC261195
Remote Similarity 0.6084 NPC434
Remote Similarity 0.6084 NPC469525
Remote Similarity 0.6078 NPC328683
Remote Similarity 0.6078 NPC283130
Remote Similarity 0.6074 NPC73767
Remote Similarity 0.6074 NPC110126
Remote Similarity 0.6071 NPC321911
Remote Similarity 0.6071 NPC37548
Remote Similarity 0.6069 NPC470204
Remote Similarity 0.6067 NPC264580
Remote Similarity 0.6061 NPC190296
Remote Similarity 0.6061 NPC136002
Remote Similarity 0.6059 NPC325903
Remote Similarity 0.6049 NPC105127
Remote Similarity 0.6049 NPC83214
Remote Similarity 0.6049 NPC314102
Remote Similarity 0.6049 NPC251722
Remote Similarity 0.6048 NPC63545
Remote Similarity 0.6048 NPC288838
Remote Similarity 0.6045 NPC116961
Remote Similarity 0.604 NPC313673
Remote Similarity 0.6038 NPC101165
Remote Similarity 0.6036 NPC40070
Remote Similarity 0.6036 NPC53947
Remote Similarity 0.6036 NPC33421
Remote Similarity 0.6029 NPC7067
Remote Similarity 0.6029 NPC469330
Remote Similarity 0.6026 NPC478079
Remote Similarity 0.6024 NPC242556
Remote Similarity 0.6012 NPC475990
Remote Similarity 0.6012 NPC474880
Remote Similarity 0.6012 NPC470111
Remote Similarity 0.6012 NPC469811
Remote Similarity 0.6012 NPC221786
Remote Similarity 0.6 NPC247987
Remote Similarity 0.5988 NPC314372
Remote Similarity 0.5978 NPC21429
Remote Similarity 0.5977 NPC122141
Remote Similarity 0.5977 NPC229173
Remote Similarity 0.5976 NPC312092
Remote Similarity 0.5976 NPC104483
Remote Similarity 0.5975 NPC53044
Remote Similarity 0.5965 NPC295021
Remote Similarity 0.5964 NPC20144
Remote Similarity 0.596 NPC320656
Remote Similarity 0.5954 NPC477887
Remote Similarity 0.5949 NPC89490
Remote Similarity 0.5944 NPC317054
Remote Similarity 0.5944 NPC313362
Remote Similarity 0.5941 NPC105818
Remote Similarity 0.5941 NPC24678
Remote Similarity 0.5939 NPC279081
Remote Similarity 0.5938 NPC82295
Remote Similarity 0.5938 NPC471322
Remote Similarity 0.5935 NPC46358
Remote Similarity 0.5932 NPC49217
Remote Similarity 0.593 NPC470507
Remote Similarity 0.593 NPC38736
Remote Similarity 0.5926 NPC78154
Remote Similarity 0.5926 NPC191444
Remote Similarity 0.5917 NPC477134
Remote Similarity 0.5917 NPC471957
Remote Similarity 0.5917 NPC321617
Remote Similarity 0.5912 NPC329896
Remote Similarity 0.5912 NPC475105
Remote Similarity 0.5912 NPC288785
Remote Similarity 0.5912 NPC475090
Remote Similarity 0.5909 NPC271797
Remote Similarity 0.5909 NPC229477
Remote Similarity 0.5909 NPC21174
Remote Similarity 0.5906 NPC117032
Remote Similarity 0.5902 NPC16659
Remote Similarity 0.5902 NPC88110
Remote Similarity 0.5896 NPC285469
Remote Similarity 0.5893 NPC159856
Remote Similarity 0.5892 NPC108011
Remote Similarity 0.5882 NPC2272
Remote Similarity 0.5882 NPC124005
Remote Similarity 0.5882 NPC187951
Remote Similarity 0.5879 NPC471574
Remote Similarity 0.5875 NPC282398
Remote Similarity 0.5872 NPC469786
Remote Similarity 0.5872 NPC73952
Remote Similarity 0.5872 NPC259644
Remote Similarity 0.5872 NPC469765
Remote Similarity 0.5872 NPC469763
Remote Similarity 0.5872 NPC469760
Remote Similarity 0.5872 NPC25008
Remote Similarity 0.5872 NPC232798
Remote Similarity 0.587 NPC108339
Remote Similarity 0.5862 NPC299594
Remote Similarity 0.5862 NPC286427
Remote Similarity 0.586 NPC166424
Remote Similarity 0.586 NPC245244
Remote Similarity 0.586 NPC146373
Remote Similarity 0.5854 NPC471312
Remote Similarity 0.5854 NPC150259
Remote Similarity 0.5852 NPC176858
Remote Similarity 0.5849 NPC226662
Remote Similarity 0.5848 NPC148592
Remote Similarity 0.5847 NPC265710
Remote Similarity 0.5843 NPC230002
Remote Similarity 0.5839 NPC108800
Remote Similarity 0.5838 NPC80597

Drug Structure

External Identifiers

TTD   DAP000084
DrugBank   DB00475
ChEMBL   CHEMBL451
IUPHAR/BPS   3370
PharmaGKB   PA448932
KEGG Drug   D00267
PubChem CID  
ChEBI   3611
CAS Number  58-25-3

Drug Properties

Molecular Weight  299.08
ALogP  -0.4319
MLogP  2.67
XLogP  4.914
HDA  2
HBD  1
Rotatable Bonds  3
TPSA  53.14
RO5 Violation  0