NPASS drugs

Drug Information

Drug ID:	NPD2234
Drug Name:	Desvenlafaxine
Molecular Formula:	C16H25NO2
Canonical SMILES:	CN(CC(C1(O)CCCCC1)c1ccc(cc1)O)C
Standard InCHI:	InChI=1S/C16H25NO2/c1-17(2)12-15(13-6-8-14(18)9-7-13)16(19)10-4-3-5-11-16/h6-9,15,18-19H,3-5,10-12H2,1-2H3
Standard InCHIKey:	KYYIDSXMWOZKMP-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD2234

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	101
0.1-0.2	866
0.2-0.3	2391
0.3-0.4	8791
0.4-0.5	5716
0.5-0.6	8957
0.6-0.7	3365
0.7-0.8	658
0.8-0.85	41
0.85-0.9	3
0.9-0.95	1
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
High Similarity	0.9035	NPC321133
High Similarity	0.8857	NPC289381
High Similarity	0.8857	NPC155847
High Similarity	0.8649	NPC474149
Intermediate Similarity	0.8468	NPC96224
Intermediate Similarity	0.8468	NPC24101
Intermediate Similarity	0.8455	NPC231705
Intermediate Similarity	0.8417	NPC307020
Intermediate Similarity	0.8396	NPC473388
Intermediate Similarity	0.8396	NPC292730
Intermediate Similarity	0.8396	NPC132271
Intermediate Similarity	0.8396	NPC216520
Intermediate Similarity	0.8396	NPC82664
Intermediate Similarity	0.8393	NPC258056
Intermediate Similarity	0.8378	NPC142297
Intermediate Similarity	0.8349	NPC178902
Intermediate Similarity	0.8304	NPC153690
Intermediate Similarity	0.8302	NPC26244
Intermediate Similarity	0.8293	NPC66177
Intermediate Similarity	0.8293	NPC8305
Intermediate Similarity	0.8293	NPC268763
Intermediate Similarity	0.8241	NPC92730
Intermediate Similarity	0.8208	NPC151715
Intermediate Similarity	0.819	NPC304541
Intermediate Similarity	0.819	NPC118202
Intermediate Similarity	0.816	NPC126859
Intermediate Similarity	0.816	NPC259665
Intermediate Similarity	0.816	NPC89769
Intermediate Similarity	0.8148	NPC225464
Intermediate Similarity	0.812	NPC317254
Intermediate Similarity	0.808	NPC124802
Intermediate Similarity	0.8073	NPC125732
Intermediate Similarity	0.8051	NPC82963
Intermediate Similarity	0.8037	NPC316301
Intermediate Similarity	0.8037	NPC27323
Intermediate Similarity	0.8036	NPC138942
Intermediate Similarity	0.8019	NPC45040
Intermediate Similarity	0.8018	NPC168829
Intermediate Similarity	0.8	NPC242240
Intermediate Similarity	0.8	NPC123273
Intermediate Similarity	0.8	NPC318325
Intermediate Similarity	0.8	NPC177420
Intermediate Similarity	0.8	NPC268572
Intermediate Similarity	0.8	NPC280347
Intermediate Similarity	0.8	NPC258219
Intermediate Similarity	0.7983	NPC38458
Intermediate Similarity	0.7983	NPC283468
Intermediate Similarity	0.7983	NPC311737
Intermediate Similarity	0.7982	NPC77492
Intermediate Similarity	0.7982	NPC11554
Intermediate Similarity	0.7966	NPC10286
Intermediate Similarity	0.7966	NPC213
Intermediate Similarity	0.7965	NPC271274
Intermediate Similarity	0.7963	NPC274678
Intermediate Similarity	0.7946	NPC288411
Intermediate Similarity	0.7925	NPC55561
Intermediate Similarity	0.7917	NPC85276
Intermediate Similarity	0.7917	NPC122009
Intermediate Similarity	0.7913	NPC228343
Intermediate Similarity	0.7913	NPC254833
Intermediate Similarity	0.7909	NPC78119
Intermediate Similarity	0.7909	NPC51333
Intermediate Similarity	0.7909	NPC132078
Intermediate Similarity	0.7909	NPC216468
Intermediate Similarity	0.7905	NPC25493
Intermediate Similarity	0.7905	NPC113460
Intermediate Similarity	0.7881	NPC142599
Intermediate Similarity	0.787	NPC76938
Intermediate Similarity	0.787	NPC128062
Intermediate Similarity	0.7857	NPC68055
Intermediate Similarity	0.7851	NPC283760
Intermediate Similarity	0.7851	NPC43275
Intermediate Similarity	0.785	NPC155908
Intermediate Similarity	0.785	NPC270547
Intermediate Similarity	0.7845	NPC296683
Intermediate Similarity	0.7838	NPC225506
Intermediate Similarity	0.7838	NPC213730
Intermediate Similarity	0.7838	NPC72729
Intermediate Similarity	0.7826	NPC201959
Intermediate Similarity	0.781	NPC23167
Intermediate Similarity	0.7798	NPC32714
Intermediate Similarity	0.7798	NPC8392
Intermediate Similarity	0.7788	NPC323810
Intermediate Similarity	0.7778	NPC94139
Intermediate Similarity	0.7778	NPC147284
Intermediate Similarity	0.7778	NPC3358
Intermediate Similarity	0.7778	NPC306884
Intermediate Similarity	0.7778	NPC162314
Intermediate Similarity	0.7778	NPC218323
Intermediate Similarity	0.7778	NPC210497
Intermediate Similarity	0.7768	NPC7686
Intermediate Similarity	0.7768	NPC40258
Intermediate Similarity	0.7768	NPC91461
Intermediate Similarity	0.7759	NPC65855
Intermediate Similarity	0.7759	NPC292758
Intermediate Similarity	0.7759	NPC145638
Intermediate Similarity	0.7759	NPC290566
Intermediate Similarity	0.7757	NPC192
Intermediate Similarity	0.7752	NPC149379
Intermediate Similarity	0.7748	NPC252821
Intermediate Similarity	0.7748	NPC122005
Intermediate Similarity	0.7739	NPC151477
Intermediate Similarity	0.7739	NPC320439
Intermediate Similarity	0.7719	NPC154899
Intermediate Similarity	0.7719	NPC233396
Intermediate Similarity	0.7719	NPC239291
Intermediate Similarity	0.7714	NPC197783
Intermediate Similarity	0.7712	NPC146422
Intermediate Similarity	0.7712	NPC228425
Intermediate Similarity	0.7706	NPC152415
Intermediate Similarity	0.7692	NPC13482
Intermediate Similarity	0.7686	NPC137096
Intermediate Similarity	0.7679	NPC29601
Intermediate Similarity	0.7679	NPC294741
Intermediate Similarity	0.7674	NPC257390
Intermediate Similarity	0.7672	NPC262365
Intermediate Similarity	0.7669	NPC150712
Intermediate Similarity	0.7664	NPC98772
Intermediate Similarity	0.7661	NPC474862
Intermediate Similarity	0.7658	NPC79241
Intermediate Similarity	0.7658	NPC107619
Intermediate Similarity	0.7658	NPC6597
Intermediate Similarity	0.7658	NPC32674
Intermediate Similarity	0.7652	NPC135464
Intermediate Similarity	0.7652	NPC248904
Intermediate Similarity	0.7652	NPC92623
Intermediate Similarity	0.7652	NPC477814
Intermediate Similarity	0.7652	NPC113457
Intermediate Similarity	0.7647	NPC176730
Intermediate Similarity	0.7647	NPC123175
Intermediate Similarity	0.7642	NPC184169
Intermediate Similarity	0.7638	NPC305717
Intermediate Similarity	0.7632	NPC8931
Intermediate Similarity	0.7632	NPC120693
Intermediate Similarity	0.7632	NPC261573
Intermediate Similarity	0.7627	NPC95716
Intermediate Similarity	0.7627	NPC322753
Intermediate Similarity	0.7619	NPC175313
Intermediate Similarity	0.7619	NPC248817
Intermediate Similarity	0.7615	NPC138117
Intermediate Similarity	0.7615	NPC271440
Intermediate Similarity	0.7615	NPC325292
Intermediate Similarity	0.7615	NPC55903
Intermediate Similarity	0.7611	NPC471578
Intermediate Similarity	0.7611	NPC101025
Intermediate Similarity	0.7611	NPC12221
Intermediate Similarity	0.7611	NPC51015
Intermediate Similarity	0.7607	NPC58865
Intermediate Similarity	0.7594	NPC193528
Intermediate Similarity	0.7593	NPC300017
Intermediate Similarity	0.7589	NPC128723
Intermediate Similarity	0.7581	NPC284078
Intermediate Similarity	0.757	NPC27974
Intermediate Similarity	0.7568	NPC259512
Intermediate Similarity	0.7568	NPC312132
Intermediate Similarity	0.7565	NPC99557
Intermediate Similarity	0.7565	NPC474839
Intermediate Similarity	0.7565	NPC219286
Intermediate Similarity	0.7565	NPC117115
Intermediate Similarity	0.7563	NPC46940
Intermediate Similarity	0.7563	NPC250323
Intermediate Similarity	0.7559	NPC318965
Intermediate Similarity	0.7544	NPC62351
Intermediate Similarity	0.7544	NPC135784
Intermediate Similarity	0.7544	NPC108497
Intermediate Similarity	0.7544	NPC196479
Intermediate Similarity	0.7542	NPC44732
Intermediate Similarity	0.7542	NPC141782
Intermediate Similarity	0.7524	NPC265146
Intermediate Similarity	0.7524	NPC124436
Intermediate Similarity	0.7523	NPC204210
Intermediate Similarity	0.7523	NPC306074
Intermediate Similarity	0.7522	NPC248396
Intermediate Similarity	0.7522	NPC211885
Intermediate Similarity	0.7522	NPC129373
Intermediate Similarity	0.7522	NPC214200
Intermediate Similarity	0.7522	NPC228400
Intermediate Similarity	0.7522	NPC48730
Intermediate Similarity	0.7521	NPC61885
Intermediate Similarity	0.7521	NPC75440
Intermediate Similarity	0.7521	NPC37302
Intermediate Similarity	0.7521	NPC63698
Intermediate Similarity	0.752	NPC142577
Intermediate Similarity	0.75	NPC35344
Intermediate Similarity	0.75	NPC715
Intermediate Similarity	0.75	NPC54765
Intermediate Similarity	0.75	NPC201967
Intermediate Similarity	0.75	NPC21594
Intermediate Similarity	0.75	NPC152097
Intermediate Similarity	0.75	NPC141003
Intermediate Similarity	0.75	NPC475078
Intermediate Similarity	0.75	NPC53740
Intermediate Similarity	0.75	NPC263835
Intermediate Similarity	0.75	NPC474073
Intermediate Similarity	0.75	NPC188677
Intermediate Similarity	0.748	NPC62101
Intermediate Similarity	0.748	NPC95733
Intermediate Similarity	0.748	NPC171372
Intermediate Similarity	0.7479	NPC54373
Intermediate Similarity	0.7479	NPC176279

Drug Structure

NPD2234 OpenBabel08211701392D 21 22 0 0 1 0 0 0 0 0999 V2000 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5176 -1.9319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4483 -1.6730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2247 -1.2247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 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 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7071 -0.7071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9659 -0.2588 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7934 0.6088 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7172 0.2261 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 17 1 0 0 0 0 2 17 1 0 0 0 0 3 4 1 0 0 0 0 3 5 1 0 0 0 0 4 10 1 0 0 0 0 5 11 1 0 0 0 0 6 8 1 0 0 0 0 6 13 2 0 0 0 0 7 9 2 0 0 0 0 7 13 1 0 0 0 0 8 14 2 0 0 0 0 9 14 1 0 0 0 0 10 16 1 0 0 0 0 11 16 1 0 0 0 0 12 15 1 0 0 0 0 12 17 1 0 0 0 0 13 15 1 0 0 0 0 14 18 1 0 0 0 0 15 16 1 0 0 0 0 16 19 1 0 0 0 0 18 20 1 0 0 0 0 19 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001469; DCL000768
DrugBank	DB06700
ChEMBL	CHEMBL1118
IUPHAR/BPS	7158
PharmaGKB	PA165958374
KEGG Drug	D02570
PubChem CID	125017; 6918664
ChEBI	83527
CAS Number	93413-62-8

Drug Properties

Molecular Weight	263.19
ALogP	-1.635
MLogP	2.89
XLogP	2.72
HDA	2
HBD	2
Rotatable Bonds	8
TPSA	43.7
RO5 Violation	0