Drug Information

Drug ID:  NPD1108
Drug Name:  Prilocaine
Molecular Formula:  C13H20N2O
Canonical SMILES:  CCCNC(C(=Nc1ccccc1C)O)C
Standard InCHI:  InChI=1S/C13H20N2O/c1-4-9-14-11(3)13(16)15-12-8-6-5-7-10(12)2/h5-8,11,14H,4,9H2,1-3H3,(H,15,16)
Standard InCHIKey:  MVFGUOIZUNYYSO-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  TTD; ChEMBL; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD1108

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 0.8317 NPC78154
Intermediate Similarity 0.7638 NPC476685
Intermediate Similarity 0.7638 NPC476687
Intermediate Similarity 0.7638 NPC476689
Intermediate Similarity 0.7624 NPC15839
Intermediate Similarity 0.7561 NPC328683
Intermediate Similarity 0.7561 NPC283130
Intermediate Similarity 0.75 NPC178681
Intermediate Similarity 0.7426 NPC307456
Intermediate Similarity 0.7395 NPC205652
Intermediate Similarity 0.7395 NPC470550
Intermediate Similarity 0.7391 NPC37584
Intermediate Similarity 0.7333 NPC262295
Intermediate Similarity 0.7328 NPC164802
Intermediate Similarity 0.7264 NPC111233
Intermediate Similarity 0.7248 NPC476483
Intermediate Similarity 0.7213 NPC313449
Intermediate Similarity 0.7196 NPC470877
Intermediate Similarity 0.7193 NPC474430
Intermediate Similarity 0.7188 NPC476950
Intermediate Similarity 0.7179 NPC302790
Intermediate Similarity 0.7167 NPC314141
Intermediate Similarity 0.7153 NPC472103
Intermediate Similarity 0.713 NPC141139
Intermediate Similarity 0.713 NPC471307
Intermediate Similarity 0.713 NPC78041
Intermediate Similarity 0.713 NPC209764
Intermediate Similarity 0.713 NPC121872
Intermediate Similarity 0.713 NPC74936
Intermediate Similarity 0.713 NPC92689
Intermediate Similarity 0.713 NPC275467
Intermediate Similarity 0.713 NPC159178
Intermediate Similarity 0.7117 NPC471320
Intermediate Similarity 0.7117 NPC471319
Intermediate Similarity 0.7105 NPC291610
Intermediate Similarity 0.705 NPC314372
Intermediate Similarity 0.704 NPC317564
Intermediate Similarity 0.7027 NPC161972
Intermediate Similarity 0.7027 NPC108339
Intermediate Similarity 0.7027 NPC303045
Intermediate Similarity 0.7025 NPC296163
Intermediate Similarity 0.7016 NPC264580
Intermediate Similarity 0.7009 NPC473031
Intermediate Similarity 0.7009 NPC327481
Remote Similarity 0.6977 NPC322433
Remote Similarity 0.6964 NPC25565
Remote Similarity 0.6963 NPC122553
Remote Similarity 0.6963 NPC287358
Remote Similarity 0.6961 NPC12857
Remote Similarity 0.6952 NPC134825
Remote Similarity 0.6947 NPC226662
Remote Similarity 0.6944 NPC30445
Remote Similarity 0.6937 NPC469330
Remote Similarity 0.6937 NPC471309
Remote Similarity 0.6935 NPC192209
Remote Similarity 0.6934 NPC316202
Remote Similarity 0.6923 NPC478079
Remote Similarity 0.6909 NPC226438
Remote Similarity 0.6906 NPC190296
Remote Similarity 0.6903 NPC473501
Remote Similarity 0.6903 NPC475439
Remote Similarity 0.6901 NPC37548
Remote Similarity 0.6899 NPC474926
Remote Similarity 0.6887 NPC169016
Remote Similarity 0.6885 NPC187036
Remote Similarity 0.6881 NPC173991
Remote Similarity 0.6871 NPC68650
Remote Similarity 0.6863 NPC98269
Remote Similarity 0.6863 NPC325662
Remote Similarity 0.6861 NPC243162
Remote Similarity 0.6855 NPC313673
Remote Similarity 0.6855 NPC147957
Remote Similarity 0.6852 NPC471638
Remote Similarity 0.685 NPC475915
Remote Similarity 0.685 NPC71684
Remote Similarity 0.6847 NPC108800
Remote Similarity 0.6818 NPC191444
Remote Similarity 0.6789 NPC12429
Remote Similarity 0.6774 NPC101139
Remote Similarity 0.6774 NPC288232
Remote Similarity 0.6765 NPC139658
Remote Similarity 0.6761 NPC254798
Remote Similarity 0.6759 NPC25008
Remote Similarity 0.6759 NPC259644
Remote Similarity 0.6759 NPC469765
Remote Similarity 0.6759 NPC469763
Remote Similarity 0.6759 NPC469786
Remote Similarity 0.6759 NPC73952
Remote Similarity 0.6759 NPC469760
Remote Similarity 0.6757 NPC245259
Remote Similarity 0.6754 NPC311242
Remote Similarity 0.675 NPC77294
Remote Similarity 0.6741 NPC162417
Remote Similarity 0.6741 NPC184437
Remote Similarity 0.6741 NPC316104
Remote Similarity 0.6736 NPC24678
Remote Similarity 0.6736 NPC105818
Remote Similarity 0.6727 NPC176858
Remote Similarity 0.6721 NPC275410
Remote Similarity 0.6715 NPC218268
Remote Similarity 0.6715 NPC325252
Remote Similarity 0.6714 NPC314287
Remote Similarity 0.6712 NPC212376
Remote Similarity 0.6712 NPC211572
Remote Similarity 0.6712 NPC70922
Remote Similarity 0.6712 NPC75540
Remote Similarity 0.6712 NPC470507
Remote Similarity 0.6712 NPC38736
Remote Similarity 0.6712 NPC80597
Remote Similarity 0.6695 NPC150254
Remote Similarity 0.6695 NPC147000
Remote Similarity 0.6695 NPC226778
Remote Similarity 0.6695 NPC304761
Remote Similarity 0.669 NPC159856
Remote Similarity 0.6689 NPC109447
Remote Similarity 0.6667 NPC307437
Remote Similarity 0.6667 NPC84317
Remote Similarity 0.6667 NPC172170
Remote Similarity 0.6667 NPC316108
Remote Similarity 0.6667 NPC285469
Remote Similarity 0.6667 NPC187951
Remote Similarity 0.6667 NPC72473
Remote Similarity 0.6667 NPC189116
Remote Similarity 0.6667 NPC58827
Remote Similarity 0.6667 NPC474584
Remote Similarity 0.6667 NPC79618
Remote Similarity 0.6641 NPC279385
Remote Similarity 0.6641 NPC179605
Remote Similarity 0.6641 NPC316582
Remote Similarity 0.6639 NPC67043
Remote Similarity 0.6639 NPC319579
Remote Similarity 0.6637 NPC7067
Remote Similarity 0.6636 NPC119677
Remote Similarity 0.662 NPC242556
Remote Similarity 0.6615 NPC41174
Remote Similarity 0.6613 NPC276949
Remote Similarity 0.6613 NPC35850
Remote Similarity 0.661 NPC164859
Remote Similarity 0.6606 NPC258046
Remote Similarity 0.6602 NPC271642
Remote Similarity 0.66 NPC282231
Remote Similarity 0.6597 NPC471957
Remote Similarity 0.6593 NPC22079
Remote Similarity 0.6591 NPC252794
Remote Similarity 0.6589 NPC103292
Remote Similarity 0.6585 NPC329011
Remote Similarity 0.6583 NPC473498
Remote Similarity 0.6579 NPC49954
Remote Similarity 0.6579 NPC160105
Remote Similarity 0.6579 NPC329430
Remote Similarity 0.6579 NPC474561
Remote Similarity 0.6577 NPC154478
Remote Similarity 0.6573 NPC264589
Remote Similarity 0.6571 NPC2823
Remote Similarity 0.6571 NPC73767
Remote Similarity 0.6571 NPC43477
Remote Similarity 0.6569 NPC113000
Remote Similarity 0.6569 NPC112609
Remote Similarity 0.6569 NPC122327
Remote Similarity 0.6567 NPC314431
Remote Similarity 0.6567 NPC472245
Remote Similarity 0.656 NPC33742
Remote Similarity 0.6555 NPC194390
Remote Similarity 0.6555 NPC224610
Remote Similarity 0.6555 NPC88267
Remote Similarity 0.6555 NPC113326
Remote Similarity 0.6554 NPC469785
Remote Similarity 0.6549 NPC311330
Remote Similarity 0.6547 NPC84911
Remote Similarity 0.6541 NPC145754
Remote Similarity 0.6533 NPC279918
Remote Similarity 0.6525 NPC469783
Remote Similarity 0.6525 NPC469779
Remote Similarity 0.6525 NPC327226
Remote Similarity 0.6525 NPC469761
Remote Similarity 0.6525 NPC469768
Remote Similarity 0.6525 NPC469767
Remote Similarity 0.6525 NPC469784
Remote Similarity 0.6525 NPC472241
Remote Similarity 0.6525 NPC469780
Remote Similarity 0.6522 NPC198988
Remote Similarity 0.6515 NPC27740
Remote Similarity 0.6515 NPC325013
Remote Similarity 0.6514 NPC229477
Remote Similarity 0.651 NPC469762
Remote Similarity 0.6508 NPC197470
Remote Similarity 0.6505 NPC98976
Remote Similarity 0.6505 NPC301874
Remote Similarity 0.6496 NPC253476
Remote Similarity 0.6496 NPC313352
Remote Similarity 0.6493 NPC101372
Remote Similarity 0.6493 NPC150863
Remote Similarity 0.649 NPC472121
Remote Similarity 0.649 NPC16667
Remote Similarity 0.6484 NPC81561
Remote Similarity 0.6479 NPC63157
Remote Similarity 0.6479 NPC469766
Remote Similarity 0.6479 NPC473868
Remote Similarity 0.6475 NPC29886
Remote Similarity 0.6475 NPC96102

Drug Structure

External Identifiers

TTD   DAP000511
DrugBank   DB00750
ChEMBL   CHEMBL1194
IUPHAR/BPS   7276
PharmaGKB   PA451101
KEGG Drug   D00553
PubChem CID   4906
ChEBI   8404
CAS Number  721-50-6

Drug Properties

Molecular Weight  220.16
ALogP  -0.1909
MLogP  2.56
XLogP  3.545
HDA  3
HBD  2
Rotatable Bonds  9
TPSA  44.62
RO5 Violation  0