Drug Information

Drug ID:  NPD2466
Drug Name:  Esmirtazapine
Molecular Formula:  C17H19N3
Canonical SMILES:  CN1CCN2[C@H](C1)c1ccccc1Cc1c2nccc1
Standard InCHI:  InChI=1S/C17H19N3/c1-19-9-10-20-16(12-19)15-7-3-2-5-13(15)11-14-6-4-8-18-17(14)20/h2-8,16H,9-12H2,1H3/t16-/m1/s1
Standard InCHIKey:  RONZAEMNMFQXRA-MRXNPFEDSA-N
Max Developmental Stage:  Phase 3
Max Developmental Stage Source:  ChEMBL

  Structural Similarity Between NPASS Natural Products and NPD2466

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 0.7847 NPC476322
Intermediate Similarity 0.7838 NPC101165
Intermediate Similarity 0.7834 NPC40070
Intermediate Similarity 0.7801 NPC143603
Intermediate Similarity 0.7801 NPC91958
Intermediate Similarity 0.777 NPC69914
Intermediate Similarity 0.773 NPC471402
Intermediate Similarity 0.773 NPC240136
Intermediate Similarity 0.773 NPC297486
Intermediate Similarity 0.7725 NPC317054
Intermediate Similarity 0.7708 NPC329825
Intermediate Similarity 0.7703 NPC476131
Intermediate Similarity 0.7697 NPC251722
Intermediate Similarity 0.7697 NPC314102
Intermediate Similarity 0.7671 NPC245244
Intermediate Similarity 0.7671 NPC146373
Intermediate Similarity 0.7671 NPC166424
Intermediate Similarity 0.7639 NPC182570
Intermediate Similarity 0.7639 NPC48564
Intermediate Similarity 0.7639 NPC265605
Intermediate Similarity 0.7534 NPC290094
Intermediate Similarity 0.7533 NPC282398
Intermediate Similarity 0.7484 NPC315348
Intermediate Similarity 0.7484 NPC316811
Intermediate Similarity 0.7484 NPC32002
Intermediate Similarity 0.7483 NPC471322
Intermediate Similarity 0.7452 NPC20144
Intermediate Similarity 0.7383 NPC202957
Intermediate Similarity 0.7383 NPC169625
Intermediate Similarity 0.7378 NPC469897
Intermediate Similarity 0.7362 NPC476219
Intermediate Similarity 0.7362 NPC476297
Intermediate Similarity 0.7358 NPC86288
Intermediate Similarity 0.7357 NPC27802
Intermediate Similarity 0.7349 NPC470203
Intermediate Similarity 0.7346 NPC470233
Intermediate Similarity 0.7343 NPC84268
Intermediate Similarity 0.7308 NPC169433
Intermediate Similarity 0.7297 NPC46358
Intermediate Similarity 0.7289 NPC470204
Intermediate Similarity 0.7285 NPC89490
Intermediate Similarity 0.7248 NPC27740
Intermediate Similarity 0.7244 NPC150259
Intermediate Similarity 0.7237 NPC475105
Intermediate Similarity 0.7237 NPC475090
Intermediate Similarity 0.7237 NPC329896
Intermediate Similarity 0.7229 NPC56765
Intermediate Similarity 0.716 NPC195507
Intermediate Similarity 0.716 NPC21605
Intermediate Similarity 0.716 NPC470111
Intermediate Similarity 0.716 NPC2165
Intermediate Similarity 0.7152 NPC88097
Intermediate Similarity 0.7143 NPC204141
Intermediate Similarity 0.7143 NPC256893
Intermediate Similarity 0.7143 NPC76540
Intermediate Similarity 0.7135 NPC116961
Intermediate Similarity 0.7108 NPC51054
Intermediate Similarity 0.7105 NPC471313
Intermediate Similarity 0.7105 NPC471311
Intermediate Similarity 0.7091 NPC138842
Intermediate Similarity 0.7083 NPC122141
Intermediate Similarity 0.7063 NPC473868
Intermediate Similarity 0.7063 NPC63157
Intermediate Similarity 0.7055 NPC201380
Intermediate Similarity 0.7055 NPC477974
Intermediate Similarity 0.7055 NPC179787
Intermediate Similarity 0.7044 NPC73767
Intermediate Similarity 0.7041 NPC225018
Intermediate Similarity 0.7024 NPC318065
Intermediate Similarity 0.7024 NPC206819
Intermediate Similarity 0.7012 NPC321911
Intermediate Similarity 0.7 NPC478182
Intermediate Similarity 0.7 NPC469779
Intermediate Similarity 0.7 NPC469784
Intermediate Similarity 0.7 NPC469768
Intermediate Similarity 0.7 NPC469783
Intermediate Similarity 0.7 NPC469767
Intermediate Similarity 0.7 NPC469761
Intermediate Similarity 0.7 NPC469780
Remote Similarity 0.6994 NPC63545
Remote Similarity 0.6994 NPC143872
Remote Similarity 0.6988 NPC325903
Remote Similarity 0.6971 NPC280852
Remote Similarity 0.6957 NPC469766
Remote Similarity 0.6951 NPC469811
Remote Similarity 0.6949 NPC16659
Remote Similarity 0.6941 NPC471177
Remote Similarity 0.6941 NPC59779
Remote Similarity 0.6941 NPC124542
Remote Similarity 0.6937 NPC110126
Remote Similarity 0.6923 NPC300238
Remote Similarity 0.6923 NPC41257
Remote Similarity 0.6923 NPC324611
Remote Similarity 0.6918 NPC65408
Remote Similarity 0.6918 NPC84911
Remote Similarity 0.6915 NPC469308
Remote Similarity 0.6901 NPC90723
Remote Similarity 0.6899 NPC198988
Remote Similarity 0.6897 NPC235843
Remote Similarity 0.6893 NPC265710
Remote Similarity 0.6892 NPC81561
Remote Similarity 0.6882 NPC215584
Remote Similarity 0.6882 NPC44773
Remote Similarity 0.6864 NPC193740
Remote Similarity 0.6864 NPC286427
Remote Similarity 0.6864 NPC167635
Remote Similarity 0.6864 NPC129721
Remote Similarity 0.6855 NPC261195
Remote Similarity 0.6855 NPC96102
Remote Similarity 0.6855 NPC29886
Remote Similarity 0.6855 NPC325252
Remote Similarity 0.6832 NPC104483
Remote Similarity 0.6824 NPC293487
Remote Similarity 0.6824 NPC476566
Remote Similarity 0.6824 NPC148140
Remote Similarity 0.6824 NPC477591
Remote Similarity 0.6821 NPC56233
Remote Similarity 0.6821 NPC49217
Remote Similarity 0.6821 NPC98187
Remote Similarity 0.6816 NPC307191
Remote Similarity 0.6813 NPC105127
Remote Similarity 0.681 NPC477977
Remote Similarity 0.6805 NPC476464
Remote Similarity 0.68 NPC201634
Remote Similarity 0.6784 NPC81229
Remote Similarity 0.6784 NPC255229
Remote Similarity 0.6783 NPC231655
Remote Similarity 0.6766 NPC53947
Remote Similarity 0.6766 NPC33421
Remote Similarity 0.6765 NPC236711
Remote Similarity 0.6763 NPC471178
Remote Similarity 0.6748 NPC476454
Remote Similarity 0.6746 NPC120070
Remote Similarity 0.6743 NPC194411
Remote Similarity 0.6742 NPC473380
Remote Similarity 0.6742 NPC240088
Remote Similarity 0.674 NPC108011
Remote Similarity 0.6733 NPC162689
Remote Similarity 0.6733 NPC54102
Remote Similarity 0.6727 NPC314372
Remote Similarity 0.6727 NPC469525
Remote Similarity 0.6725 NPC474880
Remote Similarity 0.6725 NPC475990
Remote Similarity 0.6725 NPC221786
Remote Similarity 0.6724 NPC478183
Remote Similarity 0.6714 NPC83987
Remote Similarity 0.6708 NPC471312
Remote Similarity 0.6707 NPC190296
Remote Similarity 0.6705 NPC478184
Remote Similarity 0.6705 NPC317105
Remote Similarity 0.6688 NPC122718
Remote Similarity 0.6687 NPC279081
Remote Similarity 0.6687 NPC59084
Remote Similarity 0.6687 NPC288838
Remote Similarity 0.6687 NPC2949
Remote Similarity 0.6686 NPC229173
Remote Similarity 0.6685 NPC150048
Remote Similarity 0.6685 NPC203754
Remote Similarity 0.6685 NPC472289
Remote Similarity 0.6667 NPC105818
Remote Similarity 0.6667 NPC24678
Remote Similarity 0.6648 NPC91895
Remote Similarity 0.6647 NPC114209
Remote Similarity 0.6647 NPC194881
Remote Similarity 0.6647 NPC478185
Remote Similarity 0.6645 NPC215519
Remote Similarity 0.6629 NPC297034
Remote Similarity 0.6629 NPC471579
Remote Similarity 0.6629 NPC37423
Remote Similarity 0.6629 NPC275305
Remote Similarity 0.6628 NPC80681
Remote Similarity 0.6627 NPC285731
Remote Similarity 0.661 NPC82331
Remote Similarity 0.6609 NPC271797
Remote Similarity 0.6609 NPC21174
Remote Similarity 0.6609 NPC247987
Remote Similarity 0.6604 NPC82295
Remote Similarity 0.6592 NPC474958
Remote Similarity 0.6588 NPC469763
Remote Similarity 0.6588 NPC73952
Remote Similarity 0.6588 NPC200214
Remote Similarity 0.6588 NPC469765
Remote Similarity 0.6588 NPC469760
Remote Similarity 0.6588 NPC259644
Remote Similarity 0.6588 NPC469786
Remote Similarity 0.6588 NPC25008
Remote Similarity 0.6585 NPC230002
Remote Similarity 0.6571 NPC477975
Remote Similarity 0.657 NPC216643
Remote Similarity 0.6556 NPC68354
Remote Similarity 0.6554 NPC32534
Remote Similarity 0.655 NPC80597
Remote Similarity 0.655 NPC212376
Remote Similarity 0.655 NPC70922
Remote Similarity 0.655 NPC75540
Remote Similarity 0.655 NPC211572
Remote Similarity 0.6548 NPC471957
Remote Similarity 0.6543 NPC218268
Remote Similarity 0.6532 NPC6436
Remote Similarity 0.6529 NPC469975

Drug Structure

External Identifiers

TTD  
DrugBank   DB06678
ChEMBL   CHEMBL1366933
IUPHAR/BPS  
PharmaGKB  
KEGG Drug  
PubChem CID  
ChEBI  
CAS Number  61337-87-9

Drug Properties

Molecular Weight  265.16
ALogP  0.5693
MLogP  3
XLogP  3.613
HDA  3
HBD  0
Rotatable Bonds  1
TPSA  19.37
RO5 Violation  0