NPASS drugs

Drug Information

Drug ID:	NPD4973
Drug Name:	Loratadine
Molecular Formula:	C22H23ClN2O2
Canonical SMILES:	CCOC(=O)N1CCC(=C2c3ccc(cc3CCc3c2nccc3)Cl)CC1
Standard InCHI:	InChI=1S/C22H23ClN2O2/c1-2-27-22(26)25-12-9-15(10-13-25)20-19-8-7-18(23)14-17(19)6-5-16-4-3-11-24-21(16)20/h3-4,7-8,11,14H,2,5-6,9-10,12-13H2,1H3
Standard InCHIKey:	JCCNYMKQOSZNPW-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4973

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	286
0.1-0.2	2840
0.2-0.3	13845
0.3-0.4	9612
0.4-0.5	2182
0.5-0.6	1488
0.6-0.7	603
0.7-0.8	31
0.8-0.85	2
0.85-0.9	0
0.9-0.95	0
0.95-1	1

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	1.0	NPC116961
Intermediate Similarity	0.8442	NPC315348
Intermediate Similarity	0.8442	NPC32002
Intermediate Similarity	0.7574	NPC476464
Intermediate Similarity	0.7566	NPC471617
Intermediate Similarity	0.7485	NPC477591
Intermediate Similarity	0.7421	NPC256893
Intermediate Similarity	0.7407	NPC314102
Intermediate Similarity	0.7407	NPC251722
Intermediate Similarity	0.7407	NPC471312
Intermediate Similarity	0.7235	NPC40070
Intermediate Similarity	0.7219	NPC477974
Intermediate Similarity	0.7212	NPC316811
Intermediate Similarity	0.7197	NPC476322
Intermediate Similarity	0.7159	NPC478182
Intermediate Similarity	0.7143	NPC69914
Intermediate Similarity	0.7143	NPC143603
Intermediate Similarity	0.7143	NPC91958
Intermediate Similarity	0.7101	NPC86288
Intermediate Similarity	0.7093	NPC470233
Intermediate Similarity	0.7081	NPC476131
Intermediate Similarity	0.7078	NPC240136
Intermediate Similarity	0.7078	NPC471402
Intermediate Similarity	0.7078	NPC297486
Intermediate Similarity	0.707	NPC329825
Intermediate Similarity	0.7069	NPC51054
Intermediate Similarity	0.7048	NPC169433
Intermediate Similarity	0.7037	NPC282398
Intermediate Similarity	0.7025	NPC46358
Intermediate Similarity	0.7025	NPC290094
Intermediate Similarity	0.7024	NPC476454
Intermediate Similarity	0.7022	NPC477975
Intermediate Similarity	0.7019	NPC89490
Intermediate Similarity	0.7006	NPC104483
Remote Similarity	0.6989	NPC293487
Remote Similarity	0.6988	NPC65408
Remote Similarity	0.6988	NPC150259
Remote Similarity	0.6983	NPC56233
Remote Similarity	0.6975	NPC329896
Remote Similarity	0.6975	NPC475105
Remote Similarity	0.6975	NPC475090
Remote Similarity	0.6954	NPC200214
Remote Similarity	0.6954	NPC138842
Remote Similarity	0.6937	NPC166424
Remote Similarity	0.6937	NPC245244
Remote Similarity	0.6937	NPC146373
Remote Similarity	0.6932	NPC129721
Remote Similarity	0.6919	NPC314919
Remote Similarity	0.6899	NPC182570
Remote Similarity	0.6899	NPC265605
Remote Similarity	0.6899	NPC48564
Remote Similarity	0.6894	NPC202957
Remote Similarity	0.6894	NPC169625
Remote Similarity	0.6893	NPC56765
Remote Similarity	0.6889	NPC478183
Remote Similarity	0.6882	NPC20144
Remote Similarity	0.6872	NPC478184
Remote Similarity	0.6867	NPC325599
Remote Similarity	0.6865	NPC12649
Remote Similarity	0.6865	NPC248462
Remote Similarity	0.6854	NPC255229
Remote Similarity	0.6854	NPC81229
Remote Similarity	0.6852	NPC471313
Remote Similarity	0.6852	NPC471311
Remote Similarity	0.6848	NPC203754
Remote Similarity	0.6848	NPC150048
Remote Similarity	0.6848	NPC313352
Remote Similarity	0.6821	NPC470111
Remote Similarity	0.6816	NPC478185
Remote Similarity	0.6813	NPC32534
Remote Similarity	0.6813	NPC91895
Remote Similarity	0.6811	NPC68354
Remote Similarity	0.6805	NPC73767
Remote Similarity	0.6802	NPC314372
Remote Similarity	0.6802	NPC470440
Remote Similarity	0.6798	NPC80681
Remote Similarity	0.6796	NPC114637
Remote Similarity	0.6793	NPC37423
Remote Similarity	0.6793	NPC275305
Remote Similarity	0.6788	NPC101165
Remote Similarity	0.6784	NPC190296
Remote Similarity	0.6778	NPC78375
Remote Similarity	0.6778	NPC476446
Remote Similarity	0.6778	NPC311276
Remote Similarity	0.6778	NPC469813
Remote Similarity	0.6765	NPC469768
Remote Similarity	0.6765	NPC469767
Remote Similarity	0.6765	NPC469779
Remote Similarity	0.6765	NPC469761
Remote Similarity	0.6765	NPC469780
Remote Similarity	0.6765	NPC469784
Remote Similarity	0.6765	NPC469783
Remote Similarity	0.6758	NPC70949
Remote Similarity	0.6755	NPC472104
Remote Similarity	0.6744	NPC471323
Remote Similarity	0.6743	NPC105818
Remote Similarity	0.6743	NPC24678
Remote Similarity	0.6742	NPC469762
Remote Similarity	0.6742	NPC469897
Remote Similarity	0.6739	NPC477976
Remote Similarity	0.6738	NPC24864
Remote Similarity	0.6736	NPC316018
Remote Similarity	0.6736	NPC316359
Remote Similarity	0.6736	NPC315617
Remote Similarity	0.6736	NPC314058
Remote Similarity	0.6732	NPC27802
Remote Similarity	0.6725	NPC469766
Remote Similarity	0.6722	NPC194881
Remote Similarity	0.6721	NPC194411
Remote Similarity	0.672	NPC14325
Remote Similarity	0.672	NPC28848
Remote Similarity	0.672	NPC157583
Remote Similarity	0.6706	NPC110126
Remote Similarity	0.6705	NPC285731
Remote Similarity	0.6704	NPC318065
Remote Similarity	0.6704	NPC206819
Remote Similarity	0.6686	NPC84911
Remote Similarity	0.6685	NPC90723
Remote Similarity	0.6685	NPC469785
Remote Similarity	0.6685	NPC265100
Remote Similarity	0.6684	NPC215795
Remote Similarity	0.6684	NPC176199
Remote Similarity	0.6667	NPC469765
Remote Similarity	0.6667	NPC73952
Remote Similarity	0.6667	NPC259644
Remote Similarity	0.6667	NPC238499
Remote Similarity	0.6667	NPC469760
Remote Similarity	0.6667	NPC44773
Remote Similarity	0.6667	NPC469786
Remote Similarity	0.6667	NPC469763
Remote Similarity	0.6667	NPC215584
Remote Similarity	0.6667	NPC25008
Remote Similarity	0.6649	NPC161861
Remote Similarity	0.6649	NPC73994
Remote Similarity	0.6648	NPC471178
Remote Similarity	0.6648	NPC286427
Remote Similarity	0.6646	NPC81561
Remote Similarity	0.6632	NPC472119
Remote Similarity	0.6631	NPC64436
Remote Similarity	0.6631	NPC237188
Remote Similarity	0.663	NPC59779
Remote Similarity	0.663	NPC71079
Remote Similarity	0.663	NPC471177
Remote Similarity	0.663	NPC124542
Remote Similarity	0.6629	NPC201380
Remote Similarity	0.6629	NPC21605
Remote Similarity	0.6629	NPC212376
Remote Similarity	0.6629	NPC211572
Remote Similarity	0.6629	NPC70922
Remote Similarity	0.6629	NPC80597
Remote Similarity	0.6629	NPC75540
Remote Similarity	0.6629	NPC179787
Remote Similarity	0.6627	NPC29886
Remote Similarity	0.6627	NPC261195
Remote Similarity	0.6627	NPC96102
Remote Similarity	0.6611	NPC41257
Remote Similarity	0.6609	NPC159856
Remote Similarity	0.6608	NPC88097
Remote Similarity	0.6598	NPC473763
Remote Similarity	0.6598	NPC117244
Remote Similarity	0.6596	NPC11126
Remote Similarity	0.6595	NPC201634
Remote Similarity	0.6593	NPC40779
Remote Similarity	0.6593	NPC474217
Remote Similarity	0.6592	NPC115049
Remote Similarity	0.6592	NPC169586
Remote Similarity	0.6591	NPC321911
Remote Similarity	0.6588	NPC105127
Remote Similarity	0.6587	NPC471322
Remote Similarity	0.6587	NPC324611
Remote Similarity	0.6582	NPC476566
Remote Similarity	0.6582	NPC148140
Remote Similarity	0.6579	NPC83381
Remote Similarity	0.6579	NPC143533
Remote Similarity	0.6578	NPC472122
Remote Similarity	0.6578	NPC24594
Remote Similarity	0.6576	NPC201700
Remote Similarity	0.6573	NPC281094
Remote Similarity	0.6573	NPC325903
Remote Similarity	0.6571	NPC63545
Remote Similarity	0.6564	NPC27740
Remote Similarity	0.6556	NPC167635
Remote Similarity	0.6556	NPC193740
Remote Similarity	0.6554	NPC53947
Remote Similarity	0.6546	NPC95783
Remote Similarity	0.6545	NPC228835
Remote Similarity	0.6545	NPC278451
Remote Similarity	0.6543	NPC326575
Remote Similarity	0.6538	NPC242116
Remote Similarity	0.6536	NPC76540
Remote Similarity	0.6536	NPC231655
Remote Similarity	0.6536	NPC229055
Remote Similarity	0.6534	NPC469811
Remote Similarity	0.6534	NPC471957
Remote Similarity	0.6532	NPC473868
Remote Similarity	0.6532	NPC63157
Remote Similarity	0.6524	NPC469938
Remote Similarity	0.6522	NPC474561
Remote Similarity	0.6522	NPC127730
Remote Similarity	0.6522	NPC49954

Drug Structure

NPD4973 OpenBabel08211706322D 27 30 0 0 0 0 0 0 0 0999 V2000 3.3661 -2.7537 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3661 -3.7537 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1781 1.2697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4450 1.9499 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1340 2.4369 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1340 2.4369 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2236 0.2948 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2680 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -1.2537 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7680 -1.2537 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9556 0.2948 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -2.2537 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7680 -2.2537 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7131 1.9499 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6340 -0.7537 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5105 1.6551 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7575 1.6551 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4461 1.2697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5350 0.6802 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6340 0.2463 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7331 0.6802 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6340 -3.7537 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4017 1.5644 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.6340 -2.7537 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.7680 -4.2537 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -4.2537 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 27 1 0 0 0 0 3 4 2 0 0 0 0 3 11 1 0 0 0 0 4 16 1 0 0 0 0 5 6 1 0 0 0 0 5 16 1 0 0 0 0 6 17 1 0 0 0 0 7 8 1 0 0 0 0 7 18 2 0 0 0 0 8 19 2 0 0 0 0 9 12 1 0 0 0 0 9 15 1 0 0 0 0 10 13 1 0 0 0 0 10 15 1 0 0 0 0 11 24 2 0 0 0 0 12 25 1 0 0 0 0 13 25 1 0 0 0 0 14 17 2 0 0 0 0 14 18 1 0 0 0 0 15 20 2 0 0 0 0 16 21 2 0 0 0 0 17 19 1 0 0 0 0 18 23 1 0 0 0 0 19 20 1 0 0 0 0 20 21 1 0 0 0 0 21 24 1 0 0 0 0 22 25 1 0 0 0 0 22 26 2 0 0 0 0 22 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000101
DrugBank	DB00455
ChEMBL	CHEMBL998
IUPHAR/BPS	7216
PharmaGKB	PA450266
KEGG Drug	D00364
PubChem CID	3957
ChEBI	6538
CAS Number	79794-75-5

Drug Properties

Molecular Weight	382.14
ALogP	1.7488
MLogP	3.33
XLogP	4.263
HDA	4
HBD	0
Rotatable Bonds	5
TPSA	42.43
RO5 Violation	0