NPASS drugs

Drug Information

Drug ID:	NPD2581
Drug Name:	Doxylamine Succinate
Molecular Formula:	C17H22N2O.C4H6O4
Canonical SMILES:	OC(=O)CCC(=O)O.CN(CCOC(c1ccccn1)(c1ccccc1)C)C
Standard InCHI:	InChI=1S/C17H22N2O.C4H6O4/c1-17(20-14-13-19(2)3,15-9-5-4-6-10-15)16-11-7-8-12-18-16;5-3(6)1-2-4(7)8/h4-12H,13-14H2,1-3H3;1-2H2,(H,5,6)(H,7,8)
Standard InCHIKey:	KBAUFVUYFNWQFM-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2581

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	272
0.1-0.2	1827
0.2-0.3	9517
0.3-0.4	10118
0.4-0.5	5691
0.5-0.6	1879
0.6-0.7	1307
0.7-0.8	272
0.8-0.85	7
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	0.8253	NPC211997
Intermediate Similarity	0.8225	NPC284678
Intermediate Similarity	0.8193	NPC203754
Intermediate Similarity	0.8193	NPC134586
Intermediate Similarity	0.8193	NPC150048
Intermediate Similarity	0.8065	NPC471323
Intermediate Similarity	0.8054	NPC256893
Intermediate Similarity	0.7955	NPC198673
Intermediate Similarity	0.7907	NPC284559
Intermediate Similarity	0.7877	NPC168911
Intermediate Similarity	0.7809	NPC135950
Intermediate Similarity	0.7798	NPC158129
Intermediate Similarity	0.7778	NPC239954
Intermediate Similarity	0.7758	NPC124542
Intermediate Similarity	0.7758	NPC177404
Intermediate Similarity	0.7758	NPC471177
Intermediate Similarity	0.7758	NPC59779
Intermediate Similarity	0.7735	NPC123395
Intermediate Similarity	0.7722	NPC267928
Intermediate Similarity	0.7683	NPC129721
Intermediate Similarity	0.7677	NPC314102
Intermediate Similarity	0.7677	NPC251722
Intermediate Similarity	0.7667	NPC471311
Intermediate Similarity	0.7667	NPC471313
Intermediate Similarity	0.7665	NPC471178
Intermediate Similarity	0.7657	NPC62510
Intermediate Similarity	0.7644	NPC48938
Intermediate Similarity	0.7637	NPC103361
Intermediate Similarity	0.7622	NPC329708
Intermediate Similarity	0.7622	NPC47059
Intermediate Similarity	0.7622	NPC118832
Intermediate Similarity	0.7622	NPC274291
Intermediate Similarity	0.7622	NPC264166
Intermediate Similarity	0.7622	NPC165349
Intermediate Similarity	0.7607	NPC26872
Intermediate Similarity	0.7605	NPC311276
Intermediate Similarity	0.7598	NPC133140
Intermediate Similarity	0.7598	NPC195268
Intermediate Similarity	0.7596	NPC19872
Intermediate Similarity	0.758	NPC315348
Intermediate Similarity	0.758	NPC316811
Intermediate Similarity	0.758	NPC32002
Intermediate Similarity	0.7568	NPC475774
Intermediate Similarity	0.7534	NPC91958
Intermediate Similarity	0.7529	NPC314940
Intermediate Similarity	0.7529	NPC473764
Intermediate Similarity	0.75	NPC207851
Intermediate Similarity	0.75	NPC328029
Intermediate Similarity	0.75	NPC102423
Intermediate Similarity	0.75	NPC118511
Intermediate Similarity	0.7486	NPC212213
Intermediate Similarity	0.7485	NPC131718
Intermediate Similarity	0.7473	NPC476138
Intermediate Similarity	0.7473	NPC245816
Intermediate Similarity	0.747	NPC26850
Intermediate Similarity	0.7466	NPC297486
Intermediate Similarity	0.7466	NPC471402
Intermediate Similarity	0.7466	NPC240136
Intermediate Similarity	0.7456	NPC477975
Intermediate Similarity	0.7455	NPC477815
Intermediate Similarity	0.7444	NPC92111
Intermediate Similarity	0.7442	NPC313791
Intermediate Similarity	0.7434	NPC212125
Intermediate Similarity	0.7412	NPC98187
Intermediate Similarity	0.7412	NPC41717
Intermediate Similarity	0.741	NPC469785
Intermediate Similarity	0.7407	NPC287208
Intermediate Similarity	0.74	NPC290094
Intermediate Similarity	0.74	NPC46358
Intermediate Similarity	0.7396	NPC263439
Intermediate Similarity	0.7396	NPC473057
Intermediate Similarity	0.7396	NPC78375
Intermediate Similarity	0.7396	NPC476446
Intermediate Similarity	0.7396	NPC469813
Intermediate Similarity	0.7394	NPC73952
Intermediate Similarity	0.7394	NPC25008
Intermediate Similarity	0.7394	NPC469760
Intermediate Similarity	0.7394	NPC259644
Intermediate Similarity	0.7394	NPC469765
Intermediate Similarity	0.7394	NPC469786
Intermediate Similarity	0.7394	NPC469763
Intermediate Similarity	0.7389	NPC76748
Intermediate Similarity	0.7386	NPC219963
Intermediate Similarity	0.7386	NPC89490
Intermediate Similarity	0.7386	NPC470474
Intermediate Similarity	0.7384	NPC249614
Intermediate Similarity	0.7377	NPC109922
Intermediate Similarity	0.7365	NPC469762
Intermediate Similarity	0.7358	NPC104483
Intermediate Similarity	0.7355	NPC324611
Intermediate Similarity	0.7351	NPC476322
Intermediate Similarity	0.7351	NPC4071
Intermediate Similarity	0.7351	NPC476578
Intermediate Similarity	0.7351	NPC476582
Intermediate Similarity	0.7349	NPC80597
Intermediate Similarity	0.7349	NPC211572
Intermediate Similarity	0.7349	NPC70922
Intermediate Similarity	0.7349	NPC75540
Intermediate Similarity	0.7349	NPC212376
Intermediate Similarity	0.7342	NPC150259
Intermediate Similarity	0.7338	NPC475090
Intermediate Similarity	0.7338	NPC475105
Intermediate Similarity	0.7338	NPC329896
Intermediate Similarity	0.7337	NPC71079
Intermediate Similarity	0.7333	NPC296527
Intermediate Similarity	0.733	NPC123839
Intermediate Similarity	0.7326	NPC476518
Intermediate Similarity	0.732	NPC278451
Intermediate Similarity	0.732	NPC165370
Intermediate Similarity	0.7312	NPC477019
Intermediate Similarity	0.7303	NPC320394
Intermediate Similarity	0.7297	NPC143603
Intermediate Similarity	0.7294	NPC40779
Intermediate Similarity	0.7294	NPC97367
Intermediate Similarity	0.7294	NPC474217
Intermediate Similarity	0.7293	NPC469489
Intermediate Similarity	0.7293	NPC3715
Intermediate Similarity	0.7288	NPC161887
Intermediate Similarity	0.7288	NPC266551
Intermediate Similarity	0.7283	NPC121658
Intermediate Similarity	0.7283	NPC14651
Intermediate Similarity	0.7278	NPC255229
Intermediate Similarity	0.7278	NPC81229
Intermediate Similarity	0.7273	NPC24678
Intermediate Similarity	0.7273	NPC141377
Intermediate Similarity	0.7273	NPC105818
Intermediate Similarity	0.7268	NPC307963
Intermediate Similarity	0.7267	NPC182570
Intermediate Similarity	0.7267	NPC48564
Intermediate Similarity	0.7267	NPC265605
Intermediate Similarity	0.7263	NPC282103
Intermediate Similarity	0.7263	NPC20249
Intermediate Similarity	0.7258	NPC287437
Intermediate Similarity	0.7257	NPC84347
Intermediate Similarity	0.7255	NPC202957
Intermediate Similarity	0.7255	NPC169625
Intermediate Similarity	0.7254	NPC26679
Intermediate Similarity	0.7254	NPC118940
Intermediate Similarity	0.7249	NPC16452
Intermediate Similarity	0.7249	NPC36229
Intermediate Similarity	0.7249	NPC476581
Intermediate Similarity	0.7249	NPC327592
Intermediate Similarity	0.7249	NPC285558
Intermediate Similarity	0.7246	NPC63562
Intermediate Similarity	0.7241	NPC111624
Intermediate Similarity	0.724	NPC290689
Intermediate Similarity	0.7233	NPC471312
Intermediate Similarity	0.7232	NPC222592
Intermediate Similarity	0.7232	NPC168486
Intermediate Similarity	0.7225	NPC266249
Intermediate Similarity	0.7225	NPC116961
Intermediate Similarity	0.7219	NPC176538
Intermediate Similarity	0.7219	NPC329825
Intermediate Similarity	0.7219	NPC230869
Intermediate Similarity	0.7216	NPC283152
Intermediate Similarity	0.7211	NPC317373
Intermediate Similarity	0.7209	NPC108469
Intermediate Similarity	0.7209	NPC278366
Intermediate Similarity	0.7209	NPC49954
Intermediate Similarity	0.7209	NPC127730
Intermediate Similarity	0.7209	NPC474561
Intermediate Similarity	0.7208	NPC306397
Intermediate Similarity	0.7202	NPC141353
Intermediate Similarity	0.7198	NPC95783
Intermediate Similarity	0.7186	NPC107287
Intermediate Similarity	0.7184	NPC252590
Intermediate Similarity	0.7184	NPC470498
Intermediate Similarity	0.7181	NPC232727
Intermediate Similarity	0.7179	NPC69914
Intermediate Similarity	0.7179	NPC282398
Intermediate Similarity	0.7176	NPC63338
Intermediate Similarity	0.7176	NPC322976
Intermediate Similarity	0.7176	NPC324203
Intermediate Similarity	0.7175	NPC472168
Intermediate Similarity	0.7174	NPC289786
Intermediate Similarity	0.7174	NPC103230
Intermediate Similarity	0.717	NPC29702
Intermediate Similarity	0.7169	NPC40070
Intermediate Similarity	0.7168	NPC201700
Intermediate Similarity	0.7168	NPC44161
Intermediate Similarity	0.716	NPC138018
Intermediate Similarity	0.716	NPC269919
Intermediate Similarity	0.716	NPC132680
Intermediate Similarity	0.7159	NPC56618
Intermediate Similarity	0.7152	NPC477974
Intermediate Similarity	0.7152	NPC470111
Intermediate Similarity	0.7151	NPC85918
Intermediate Similarity	0.7143	NPC473761
Intermediate Similarity	0.7143	NPC73767
Intermediate Similarity	0.7135	NPC282231
Intermediate Similarity	0.7134	NPC314372
Intermediate Similarity	0.7134	NPC159856
Intermediate Similarity	0.7128	NPC315957
Intermediate Similarity	0.7128	NPC476287
Intermediate Similarity	0.7127	NPC171171
Intermediate Similarity	0.7126	NPC153769
Intermediate Similarity	0.7126	NPC470233
Intermediate Similarity	0.7119	NPC151939
Intermediate Similarity	0.7117	NPC190296
Intermediate Similarity	0.7115	NPC476131

Drug Structure

NPD2581 OpenBabel08211702172D 30 30 0 0 1 0 0 0 0 0999 V2000 3.5981 -3.9641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -6.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -6.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -1.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -1.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0981 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -3.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -1.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5981 -2.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -5.0981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -4.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -3.0981 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 3.0981 -1.3660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -6.0981 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -3.5981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.2942 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1603 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4282 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.0263 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4282 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.5622 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.8923 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.0263 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.6962 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.1603 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 17 1 0 0 0 0 2 19 1 0 0 0 0 3 19 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 9 1 0 0 0 0 6 10 2 0 0 0 0 7 8 2 0 0 0 0 7 11 1 0 0 0 0 8 12 1 0 0 0 0 9 15 2 0 0 0 0 10 15 1 0 0 0 0 11 16 2 0 0 0 0 12 18 2 0 0 0 0 13 14 1 0 0 0 0 13 19 1 0 0 0 0 14 20 1 0 0 0 0 15 17 1 0 0 0 0 16 17 1 0 0 0 0 16 18 1 0 0 0 0 17 20 1 0 0 0 0 21 22 1 0 0 0 0 21 23 1 0 0 0 0 22 24 1 0 0 0 0 23 25 2 0 0 0 0 23 26 1 0 0 0 0 24 27 2 0 0 0 0 24 28 1 0 0 0 0 26 29 1 0 0 0 0 28 30 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	270.17
ALogP	0.2415
MLogP	3
XLogP	4.499
HDA	3
HBD	0
Rotatable Bonds	9
TPSA	25.36
RO5 Violation	0