Drug Information

Drug ID:  NPD1683
Drug Name:  Pirlindole
Molecular Formula:  C15H18N2
Canonical SMILES:  Cc1ccc2c(c1)c1CCCC3c1n2CCN3
Standard InCHI:  InChI=1S/C15H18N2/c1-10-5-6-14-12(9-10)11-3-2-4-13-15(11)17(14)8-7-16-13/h5-6,9,13,16H,2-4,7-8H2,1H3
Standard InCHIKey:  IWVRVEIKCBFZNF-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  DrugBank; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD1683

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
High Similarity 0.8929 NPC325252
High Similarity 0.8873 NPC88097
High Similarity 0.8857 NPC198988
High Similarity 0.8716 NPC33421
High Similarity 0.8618 NPC56765
High Similarity 0.8581 NPC21605
High Similarity 0.8562 NPC20144
High Similarity 0.8543 NPC476219
High Similarity 0.8531 NPC218268
High Similarity 0.8511 NPC179365
Intermediate Similarity 0.8493 NPC63157
Intermediate Similarity 0.8493 NPC473868
Intermediate Similarity 0.8446 NPC204141
Intermediate Similarity 0.8425 NPC115611
Intermediate Similarity 0.8425 NPC59084
Intermediate Similarity 0.8425 NPC2949
Intermediate Similarity 0.8421 NPC476297
Intermediate Similarity 0.838 NPC475450
Intermediate Similarity 0.8377 NPC221786
Intermediate Similarity 0.8377 NPC206819
Intermediate Similarity 0.8377 NPC475990
Intermediate Similarity 0.8377 NPC474880
Intermediate Similarity 0.8377 NPC318065
Intermediate Similarity 0.8369 NPC473587
Intermediate Similarity 0.8356 NPC73767
Intermediate Similarity 0.8345 NPC251722
Intermediate Similarity 0.8345 NPC314102
Intermediate Similarity 0.8333 NPC90723
Intermediate Similarity 0.8323 NPC44773
Intermediate Similarity 0.8323 NPC215584
Intermediate Similarity 0.8322 NPC470440
Intermediate Similarity 0.831 NPC22079
Intermediate Similarity 0.831 NPC475428
Intermediate Similarity 0.8298 NPC473762
Intermediate Similarity 0.8278 NPC321911
Intermediate Similarity 0.8273 NPC122718
Intermediate Similarity 0.8248 NPC215519
Intermediate Similarity 0.8235 NPC325903
Intermediate Similarity 0.8231 NPC110126
Intermediate Similarity 0.8231 NPC104483
Intermediate Similarity 0.8224 NPC40070
Intermediate Similarity 0.8219 NPC84911
Intermediate Similarity 0.8212 NPC179787
Intermediate Similarity 0.8212 NPC469811
Intermediate Similarity 0.8212 NPC201380
Intermediate Similarity 0.8205 NPC229173
Intermediate Similarity 0.8194 NPC473930
Intermediate Similarity 0.8176 NPC469761
Intermediate Similarity 0.8176 NPC469783
Intermediate Similarity 0.8176 NPC469767
Intermediate Similarity 0.8176 NPC469784
Intermediate Similarity 0.8176 NPC469779
Intermediate Similarity 0.8176 NPC469768
Intermediate Similarity 0.8176 NPC469780
Intermediate Similarity 0.8163 NPC169433
Intermediate Similarity 0.8156 NPC250361
Intermediate Similarity 0.8151 NPC261195
Intermediate Similarity 0.8151 NPC96102
Intermediate Similarity 0.8151 NPC29886
Intermediate Similarity 0.8146 NPC63545
Intermediate Similarity 0.8141 NPC41257
Intermediate Similarity 0.8121 NPC469766
Intermediate Similarity 0.8095 NPC105127
Intermediate Similarity 0.8077 NPC286427
Intermediate Similarity 0.8054 NPC284635
Intermediate Similarity 0.8029 NPC81561
Intermediate Similarity 0.8012 NPC194411
Intermediate Similarity 0.8 NPC41174
Intermediate Similarity 0.7987 NPC53947
Intermediate Similarity 0.7987 NPC271797
Intermediate Similarity 0.7987 NPC312092
Intermediate Similarity 0.7987 NPC21174
Intermediate Similarity 0.7973 NPC150259
Intermediate Similarity 0.7971 NPC54102
Intermediate Similarity 0.7971 NPC162689
Intermediate Similarity 0.7961 NPC314372
Intermediate Similarity 0.7956 NPC148140
Intermediate Similarity 0.7949 NPC38736
Intermediate Similarity 0.7947 NPC190296
Intermediate Similarity 0.7935 NPC470233
Intermediate Similarity 0.7933 NPC279081
Intermediate Similarity 0.7911 NPC6436
Intermediate Similarity 0.7908 NPC288838
Intermediate Similarity 0.7901 NPC474897
Intermediate Similarity 0.7898 NPC51054
Intermediate Similarity 0.7877 NPC82295
Intermediate Similarity 0.7875 NPC317105
Intermediate Similarity 0.7866 NPC37423
Intermediate Similarity 0.7866 NPC275305
Intermediate Similarity 0.7862 NPC255229
Intermediate Similarity 0.7862 NPC470204
Intermediate Similarity 0.7862 NPC122141
Intermediate Similarity 0.7862 NPC81229
Intermediate Similarity 0.7857 NPC477134
Intermediate Similarity 0.7857 NPC470111
Intermediate Similarity 0.7852 NPC125746
Intermediate Similarity 0.7848 NPC236711
Intermediate Similarity 0.7826 NPC2165
Intermediate Similarity 0.7826 NPC195507
Intermediate Similarity 0.7818 NPC280852
Intermediate Similarity 0.7815 NPC230002
Intermediate Similarity 0.7812 NPC470203
Intermediate Similarity 0.7808 NPC282398
Intermediate Similarity 0.7806 NPC124005
Intermediate Similarity 0.7792 NPC143872
Intermediate Similarity 0.7771 NPC200214
Intermediate Similarity 0.7771 NPC68354
Intermediate Similarity 0.7764 NPC247987
Intermediate Similarity 0.7758 NPC329688
Intermediate Similarity 0.7758 NPC189812
Intermediate Similarity 0.7756 NPC105818
Intermediate Similarity 0.7756 NPC24678
Intermediate Similarity 0.7742 NPC471957
Intermediate Similarity 0.7736 NPC216643
Intermediate Similarity 0.773 NPC317430
Intermediate Similarity 0.7727 NPC159856
Intermediate Similarity 0.7727 NPC469525
Intermediate Similarity 0.7725 NPC215795
Intermediate Similarity 0.7725 NPC176199
Intermediate Similarity 0.7702 NPC225018
Intermediate Similarity 0.7702 NPC16667
Intermediate Similarity 0.7702 NPC194881
Intermediate Similarity 0.7698 NPC476566
Intermediate Similarity 0.7697 NPC161861
Intermediate Similarity 0.7697 NPC472123
Intermediate Similarity 0.7692 NPC472110
Intermediate Similarity 0.7692 NPC2272
Intermediate Similarity 0.7692 NPC37548
Intermediate Similarity 0.7692 NPC46358
Intermediate Similarity 0.7692 NPC472109
Intermediate Similarity 0.7692 NPC187951
Intermediate Similarity 0.7677 NPC478186
Intermediate Similarity 0.7673 NPC184476
Intermediate Similarity 0.7658 NPC469786
Intermediate Similarity 0.7658 NPC25008
Intermediate Similarity 0.7658 NPC259644
Intermediate Similarity 0.7658 NPC469765
Intermediate Similarity 0.7658 NPC469763
Intermediate Similarity 0.7658 NPC469760
Intermediate Similarity 0.7658 NPC73952
Intermediate Similarity 0.7654 NPC478182
Intermediate Similarity 0.7654 NPC478184
Intermediate Similarity 0.7639 NPC27740
Intermediate Similarity 0.7636 NPC82331
Intermediate Similarity 0.761 NPC80597
Intermediate Similarity 0.761 NPC212376
Intermediate Similarity 0.761 NPC70922
Intermediate Similarity 0.761 NPC211572
Intermediate Similarity 0.761 NPC34844
Intermediate Similarity 0.761 NPC75540
Intermediate Similarity 0.7605 NPC474958
Intermediate Similarity 0.7595 NPC470823
Intermediate Similarity 0.7588 NPC19679
Intermediate Similarity 0.7578 NPC477591
Intermediate Similarity 0.7578 NPC135141
Intermediate Similarity 0.7578 NPC92796
Intermediate Similarity 0.7578 NPC293487
Intermediate Similarity 0.7576 NPC280548
Intermediate Similarity 0.7564 NPC129042
Intermediate Similarity 0.7562 NPC476464
Intermediate Similarity 0.7548 NPC242556
Intermediate Similarity 0.7547 NPC281094
Intermediate Similarity 0.7547 NPC141926
Intermediate Similarity 0.7546 NPC271734
Intermediate Similarity 0.7546 NPC472587
Intermediate Similarity 0.7544 NPC472294
Intermediate Similarity 0.7543 NPC316018
Intermediate Similarity 0.7543 NPC315617
Intermediate Similarity 0.7543 NPC314058
Intermediate Similarity 0.7543 NPC316359
Intermediate Similarity 0.753 NPC201634
Intermediate Similarity 0.7529 NPC95783
Intermediate Similarity 0.7515 NPC63751
Intermediate Similarity 0.75 NPC470507
Intermediate Similarity 0.75 NPC274229
Intermediate Similarity 0.7485 NPC470205
Intermediate Similarity 0.7485 NPC282231
Intermediate Similarity 0.7484 NPC216713
Intermediate Similarity 0.7469 NPC67056
Intermediate Similarity 0.7468 NPC238499
Intermediate Similarity 0.7466 NPC166424
Intermediate Similarity 0.7466 NPC245244
Intermediate Similarity 0.7466 NPC146373
Intermediate Similarity 0.7455 NPC49954
Intermediate Similarity 0.7455 NPC474561
Intermediate Similarity 0.7453 NPC285469
Intermediate Similarity 0.7453 NPC469785
Intermediate Similarity 0.7439 NPC194640
Intermediate Similarity 0.7438 NPC200743
Intermediate Similarity 0.7431 NPC265605
Intermediate Similarity 0.7431 NPC48564
Intermediate Similarity 0.7431 NPC182570
Intermediate Similarity 0.7425 NPC6982
Intermediate Similarity 0.7423 NPC473320
Intermediate Similarity 0.7423 NPC279918
Intermediate Similarity 0.7421 NPC148592
Intermediate Similarity 0.7412 NPC11126
Intermediate Similarity 0.741 NPC201700
Intermediate Similarity 0.7407 NPC129721
Intermediate Similarity 0.7407 NPC469762

Drug Structure

External Identifiers

TTD  
DrugBank   DB09244
ChEMBL   CHEMBL32350
IUPHAR/BPS   6638
PharmaGKB  
KEGG Drug   D08392
PubChem CID  
ChEBI   91755
CAS Number  60762-57-4

Drug Properties

Molecular Weight  226.15
ALogP  -0.306
MLogP  2.89
XLogP  3.08
HDA  2
HBD  1
Rotatable Bonds  1
TPSA  16.96
RO5 Violation  0