NPASS drugs

Drug Information

Drug ID:	NPD3344
Drug Name:	Phenindamine Tartrate
Molecular Formula:	C19H19N.C4H6O6
Canonical SMILES:	OC(C(C(=O)O)O)C(=O)O.CN1CCC2=C(C1)C(c1ccccc1)c1c2cccc1
Standard InCHI:	InChI=1S/C19H19N.C4H6O6/c1-20-12-11-16-15-9-5-6-10-17(15)19(18(16)13-20)14-7-3-2-4-8-14;5-1(3(7)8)2(6)4(9)10/h2-10,19H,11-13H2,1H3;1-2,5-6H,(H,7,8)(H,9,10)
Standard InCHIKey:	WFXURHIXPXVPGM-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3344

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.

Range	Similarity Score Range
0-0.1	318
0.1-0.2	1454
0.2-0.3	6821
0.3-0.4	14508
0.4-0.5	6519
0.5-0.6	1064
0.6-0.7	179
0.7-0.8	26
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	0

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	0.837	NPC470926
Intermediate Similarity	0.7889	NPC104070
Intermediate Similarity	0.7879	NPC474582
Intermediate Similarity	0.7865	NPC231986
Intermediate Similarity	0.7802	NPC133162
Intermediate Similarity	0.7745	NPC474695
Intermediate Similarity	0.7732	NPC329430
Intermediate Similarity	0.7624	NPC239854
Intermediate Similarity	0.7553	NPC60408
Intermediate Similarity	0.75	NPC271642
Intermediate Similarity	0.7419	NPC169016
Intermediate Similarity	0.7386	NPC98976
Intermediate Similarity	0.7326	NPC263385
Intermediate Similarity	0.7263	NPC258046
Intermediate Similarity	0.7159	NPC1901
Intermediate Similarity	0.7159	NPC54269
Intermediate Similarity	0.7143	NPC155172
Intermediate Similarity	0.7143	NPC255345
Intermediate Similarity	0.7126	NPC251490
Intermediate Similarity	0.7117	NPC246904
Intermediate Similarity	0.7111	NPC139658
Intermediate Similarity	0.7065	NPC159661
Intermediate Similarity	0.7033	NPC249018
Intermediate Similarity	0.7033	NPC3190
Intermediate Similarity	0.7011	NPC139416
Intermediate Similarity	0.7011	NPC213570
Intermediate Similarity	0.7011	NPC246822
Remote Similarity	0.6957	NPC12857
Remote Similarity	0.6947	NPC119677
Remote Similarity	0.6941	NPC291066
Remote Similarity	0.6932	NPC72670
Remote Similarity	0.6931	NPC322040
Remote Similarity	0.6905	NPC22786
Remote Similarity	0.6905	NPC71009
Remote Similarity	0.6905	NPC66517
Remote Similarity	0.6903	NPC473573
Remote Similarity	0.6854	NPC280135
Remote Similarity	0.6854	NPC39799
Remote Similarity	0.6854	NPC158028
Remote Similarity	0.6854	NPC193578
Remote Similarity	0.6854	NPC87099
Remote Similarity	0.6854	NPC1008
Remote Similarity	0.6854	NPC226999
Remote Similarity	0.6854	NPC135433
Remote Similarity	0.6837	NPC17497
Remote Similarity	0.6837	NPC305602
Remote Similarity	0.6824	NPC113670
Remote Similarity	0.6824	NPC21211
Remote Similarity	0.6818	NPC297358
Remote Similarity	0.6813	NPC276699
Remote Similarity	0.6813	NPC307195
Remote Similarity	0.6809	NPC315216
Remote Similarity	0.6792	NPC291610
Remote Similarity	0.6786	NPC210849
Remote Similarity	0.6786	NPC310758
Remote Similarity	0.6786	NPC238023
Remote Similarity	0.6786	NPC135924
Remote Similarity	0.6786	NPC246588
Remote Similarity	0.6782	NPC267443
Remote Similarity	0.6778	NPC244738
Remote Similarity	0.6771	NPC474088
Remote Similarity	0.6759	NPC167336
Remote Similarity	0.6744	NPC198023
Remote Similarity	0.6744	NPC32312
Remote Similarity	0.6742	NPC229235
Remote Similarity	0.6735	NPC203076
Remote Similarity	0.6731	NPC472258
Remote Similarity	0.6705	NPC22760
Remote Similarity	0.6703	NPC96835
Remote Similarity	0.6703	NPC113000
Remote Similarity	0.6703	NPC258492
Remote Similarity	0.6703	NPC122327
Remote Similarity	0.6703	NPC112609
Remote Similarity	0.6699	NPC256452
Remote Similarity	0.6667	NPC290638
Remote Similarity	0.6667	NPC473661
Remote Similarity	0.6667	NPC98269
Remote Similarity	0.6667	NPC325662
Remote Similarity	0.6638	NPC192209
Remote Similarity	0.6629	NPC200936
Remote Similarity	0.6629	NPC473206
Remote Similarity	0.6628	NPC45756
Remote Similarity	0.6628	NPC88566
Remote Similarity	0.6606	NPC473418
Remote Similarity	0.6596	NPC245896
Remote Similarity	0.6596	NPC66270
Remote Similarity	0.6591	NPC6107
Remote Similarity	0.6579	NPC187036
Remote Similarity	0.6571	NPC311242
Remote Similarity	0.6559	NPC110264
Remote Similarity	0.6556	NPC219246
Remote Similarity	0.6555	NPC475915
Remote Similarity	0.6548	NPC114327
Remote Similarity	0.6548	NPC36357
Remote Similarity	0.6522	NPC299134
Remote Similarity	0.6518	NPC65855
Remote Similarity	0.6518	NPC292758
Remote Similarity	0.6512	NPC29680
Remote Similarity	0.65	NPC473031
Remote Similarity	0.6495	NPC14326
Remote Similarity	0.6477	NPC113837
Remote Similarity	0.6477	NPC178527
Remote Similarity	0.6477	NPC289915
Remote Similarity	0.6475	NPC79698
Remote Similarity	0.6458	NPC50063
Remote Similarity	0.6442	NPC474974
Remote Similarity	0.6441	NPC320656
Remote Similarity	0.6441	NPC264580
Remote Similarity	0.6429	NPC120441
Remote Similarity	0.6429	NPC300345
Remote Similarity	0.6429	NPC212114
Remote Similarity	0.6429	NPC65873
Remote Similarity	0.6417	NPC314192
Remote Similarity	0.6396	NPC45033
Remote Similarity	0.6395	NPC248705
Remote Similarity	0.6395	NPC54368
Remote Similarity	0.6395	NPC150196
Remote Similarity	0.6389	NPC469457
Remote Similarity	0.6381	NPC108339
Remote Similarity	0.6381	NPC303045
Remote Similarity	0.6381	NPC161972
Remote Similarity	0.6373	NPC470877
Remote Similarity	0.6364	NPC264470
Remote Similarity	0.6364	NPC109151
Remote Similarity	0.6356	NPC313449
Remote Similarity	0.6325	NPC288232
Remote Similarity	0.6322	NPC200745
Remote Similarity	0.6321	NPC471319
Remote Similarity	0.6321	NPC471320
Remote Similarity	0.6311	NPC141139
Remote Similarity	0.6311	NPC74936
Remote Similarity	0.6311	NPC172128
Remote Similarity	0.6311	NPC78041
Remote Similarity	0.6311	NPC471307
Remote Similarity	0.6311	NPC159178
Remote Similarity	0.6311	NPC209764
Remote Similarity	0.6311	NPC121872
Remote Similarity	0.631	NPC198841
Remote Similarity	0.631	NPC269586
Remote Similarity	0.6299	NPC473962
Remote Similarity	0.6293	NPC296163
Remote Similarity	0.6289	NPC475289
Remote Similarity	0.6289	NPC475573
Remote Similarity	0.6286	NPC469330
Remote Similarity	0.6283	NPC77294
Remote Similarity	0.6279	NPC147062
Remote Similarity	0.6275	NPC12429
Remote Similarity	0.625	NPC473498
Remote Similarity	0.625	NPC50266
Remote Similarity	0.6239	NPC316797
Remote Similarity	0.622	NPC126458
Remote Similarity	0.6216	NPC275467
Remote Similarity	0.6214	NPC176858
Remote Similarity	0.6214	NPC298115
Remote Similarity	0.6195	NPC79618
Remote Similarity	0.6195	NPC434
Remote Similarity	0.619	NPC108800
Remote Similarity	0.619	NPC149436
Remote Similarity	0.619	NPC277704
Remote Similarity	0.619	NPC40488
Remote Similarity	0.6167	NPC220698
Remote Similarity	0.6163	NPC64270
Remote Similarity	0.6163	NPC8235
Remote Similarity	0.6161	NPC143516
Remote Similarity	0.6161	NPC474559
Remote Similarity	0.6154	NPC476160
Remote Similarity	0.6154	NPC191444
Remote Similarity	0.6148	NPC316896
Remote Similarity	0.6146	NPC9796
Remote Similarity	0.6139	NPC3210
Remote Similarity	0.6132	NPC7067
Remote Similarity	0.6132	NPC471309
Remote Similarity	0.6129	NPC265789
Remote Similarity	0.6117	NPC262393
Remote Similarity	0.6111	NPC36440
Remote Similarity	0.6106	NPC130898
Remote Similarity	0.6106	NPC474804
Remote Similarity	0.6106	NPC191215
Remote Similarity	0.6106	NPC474973
Remote Similarity	0.6106	NPC274089
Remote Similarity	0.6095	NPC475059
Remote Similarity	0.6095	NPC220596
Remote Similarity	0.6095	NPC125226
Remote Similarity	0.6095	NPC226438
Remote Similarity	0.6095	NPC475023
Remote Similarity	0.6092	NPC169110
Remote Similarity	0.6087	NPC158854
Remote Similarity	0.6067	NPC476559
Remote Similarity	0.6063	NPC268763
Remote Similarity	0.6063	NPC66177
Remote Similarity	0.6063	NPC8305
Remote Similarity	0.6061	NPC242628
Remote Similarity	0.6058	NPC113307
Remote Similarity	0.6055	NPC322598
Remote Similarity	0.6053	NPC55529
Remote Similarity	0.604	NPC95429
Remote Similarity	0.6038	NPC314690
Remote Similarity	0.6038	NPC475057
Remote Similarity	0.602	NPC272260
Remote Similarity	0.6019	NPC25565

Drug Structure

NPD3344 OpenBabel08211703112D 34 36 0 0 1 0 0 0 0 0999 V2000 4.7796 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.1794 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2822 -1.6109 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6012 -3.1410 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1046 -6.3506 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2667 -5.8668 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1656 -2.0041 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4846 -3.5342 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9420 -5.8672 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2666 -4.8999 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6175 -2.9652 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6174 -1.9982 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9421 -1.9979 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2668 -2.9658 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9422 -4.8998 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7798 -3.4490 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1043 -4.4160 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9419 -2.9653 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1042 -3.4491 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 4.7795 -1.5145 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.3496 -2.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 9.2156 -2.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 7.4835 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0816 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.3496 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.2156 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.4835 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.6175 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.0816 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.9476 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.4835 -4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.3496 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.6175 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.8137 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 7 1 0 0 0 0 4 8 2 0 0 0 0 5 6 2 0 0 0 0 5 9 1 0 0 0 0 6 10 1 0 0 0 0 7 14 2 0 0 0 0 8 14 1 0 0 0 0 9 15 2 0 0 0 0 10 17 2 0 0 0 0 11 12 1 0 0 0 0 11 16 1 0 0 0 0 12 20 1 0 0 0 0 13 18 1 0 0 0 0 13 20 1 0 0 0 0 14 19 1 0 0 0 0 15 16 1 0 0 0 0 15 17 1 0 0 0 0 16 18 2 0 0 0 0 17 19 1 0 0 0 0 18 19 1 0 0 0 0 21 22 1 0 0 0 0 21 23 1 0 0 0 0 21 25 1 0 0 0 0 22 24 1 0 0 0 0 22 26 1 0 0 0 0 23 27 2 0 0 0 0 23 28 1 0 0 0 0 24 29 2 0 0 0 0 24 30 1 0 0 0 0 25 31 1 0 0 0 0 26 32 1 0 0 0 0 28 33 1 0 0 0 0 30 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	261.15
ALogP	0.5369
MLogP	3.44
XLogP	6.412
HDA	1
HBD	0
Rotatable Bonds	2
TPSA	3.24
RO5 Violation	1