NPASS drugs

Drug Information

Drug ID:	NPD4659
Drug Name:	Ifenprodil
Molecular Formula:	C21H27NO2
Canonical SMILES:	Oc1ccc(cc1)C(C(N1CCC(CC1)Cc1ccccc1)C)O
Standard InCHI:	InChI=1S/C21H27NO2/c1-16(21(24)19-7-9-20(23)10-8-19)22-13-11-18(12-14-22)15-17-5-3-2-4-6-17/h2-10,16,18,21,23-24H,11-15H2,1H3
Standard InCHIKey:	UYNVMODNBIQBMV-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4659

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	110
0.1-0.2	726
0.2-0.3	2236
0.3-0.4	8951
0.4-0.5	5352
0.5-0.6	9265
0.6-0.7	3793
0.7-0.8	437
0.8-0.85	17
0.85-0.9	2
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	NPC307020
High Similarity	0.8547	NPC65855
High Similarity	0.8547	NPC292758
Intermediate Similarity	0.843	NPC213
Intermediate Similarity	0.843	NPC10286
Intermediate Similarity	0.8168	NPC89769
Intermediate Similarity	0.8168	NPC126859
Intermediate Similarity	0.8168	NPC259665
Intermediate Similarity	0.8154	NPC268763
Intermediate Similarity	0.8154	NPC66177
Intermediate Similarity	0.8154	NPC8305
Intermediate Similarity	0.8083	NPC290566
Intermediate Similarity	0.8083	NPC145638
Intermediate Similarity	0.8065	NPC82963
Intermediate Similarity	0.8017	NPC289381
Intermediate Similarity	0.8017	NPC214200
Intermediate Similarity	0.8017	NPC228400
Intermediate Similarity	0.8017	NPC155847
Intermediate Similarity	0.8	NPC38458
Intermediate Similarity	0.8	NPC311737
Intermediate Similarity	0.797	NPC257390
Intermediate Similarity	0.7955	NPC124802
Intermediate Similarity	0.7931	NPC216468
Intermediate Similarity	0.7931	NPC78119
Intermediate Similarity	0.7931	NPC51333
Intermediate Similarity	0.7931	NPC132078
Intermediate Similarity	0.7923	NPC95733
Intermediate Similarity	0.7923	NPC62101
Intermediate Similarity	0.7903	NPC118202
Intermediate Similarity	0.7869	NPC474149
Intermediate Similarity	0.7863	NPC29477
Intermediate Similarity	0.7863	NPC213730
Intermediate Similarity	0.7851	NPC24101
Intermediate Similarity	0.7851	NPC96224
Intermediate Similarity	0.784	NPC317254
Intermediate Similarity	0.7829	NPC474862
Intermediate Similarity	0.7812	NPC321133
Intermediate Similarity	0.7797	NPC40258
Intermediate Similarity	0.7797	NPC7686
Intermediate Similarity	0.7797	NPC91461
Intermediate Similarity	0.7759	NPC473388
Intermediate Similarity	0.775	NPC154899
Intermediate Similarity	0.775	NPC233396
Intermediate Similarity	0.7742	NPC290353
Intermediate Similarity	0.7742	NPC42911
Intermediate Similarity	0.7742	NPC153795
Intermediate Similarity	0.7717	NPC137096
Intermediate Similarity	0.771	NPC211218
Intermediate Similarity	0.7705	NPC153690
Intermediate Similarity	0.7698	NPC150712
Intermediate Similarity	0.7686	NPC92623
Intermediate Similarity	0.7686	NPC231705
Intermediate Similarity	0.7686	NPC135464
Intermediate Similarity	0.7672	NPC26244
Intermediate Similarity	0.7672	NPC313650
Intermediate Similarity	0.7669	NPC322366
Intermediate Similarity	0.7669	NPC323775
Intermediate Similarity	0.7669	NPC305717
Intermediate Similarity	0.7669	NPC236347
Intermediate Similarity	0.7647	NPC149379
Intermediate Similarity	0.7643	NPC168861
Intermediate Similarity	0.7642	NPC265211
Intermediate Similarity	0.7642	NPC306045
Intermediate Similarity	0.7642	NPC258056
Intermediate Similarity	0.7626	NPC193528
Intermediate Similarity	0.7623	NPC142297
Intermediate Similarity	0.7597	NPC283760
Intermediate Similarity	0.7586	NPC151715
Intermediate Similarity	0.7583	NPC178902
Intermediate Similarity	0.7581	NPC475018
Intermediate Similarity	0.7576	NPC285394
Intermediate Similarity	0.7571	NPC476989
Intermediate Similarity	0.7569	NPC245974
Intermediate Similarity	0.7563	NPC294741
Intermediate Similarity	0.7554	NPC473052
Intermediate Similarity	0.7554	NPC473055
Intermediate Similarity	0.754	NPC123175
Intermediate Similarity	0.754	NPC176730
Intermediate Similarity	0.7537	NPC218323
Intermediate Similarity	0.7536	NPC473360
Intermediate Similarity	0.7521	NPC304761
Intermediate Similarity	0.7521	NPC226778
Intermediate Similarity	0.7521	NPC150254
Intermediate Similarity	0.7521	NPC147000
Intermediate Similarity	0.7519	NPC171372
Intermediate Similarity	0.7518	NPC208757
Intermediate Similarity	0.7518	NPC189724
Intermediate Similarity	0.7518	NPC212850
Intermediate Similarity	0.7518	NPC83289
Intermediate Similarity	0.7518	NPC251439
Intermediate Similarity	0.7517	NPC473491
Intermediate Similarity	0.75	NPC138117
Intermediate Similarity	0.75	NPC325292
Intermediate Similarity	0.75	NPC301651
Intermediate Similarity	0.75	NPC185838
Intermediate Similarity	0.75	NPC473556
Intermediate Similarity	0.75	NPC322526
Intermediate Similarity	0.748	NPC120280
Intermediate Similarity	0.748	NPC12656
Intermediate Similarity	0.7462	NPC43275
Intermediate Similarity	0.7459	NPC211551
Intermediate Similarity	0.7458	NPC132271
Intermediate Similarity	0.7458	NPC292730
Intermediate Similarity	0.7458	NPC216520
Intermediate Similarity	0.7458	NPC82664
Intermediate Similarity	0.7451	NPC107938
Intermediate Similarity	0.7451	NPC294516
Intermediate Similarity	0.7447	NPC219233
Intermediate Similarity	0.7447	NPC170170
Intermediate Similarity	0.7447	NPC211468
Intermediate Similarity	0.7442	NPC476266
Intermediate Similarity	0.744	NPC63345
Intermediate Similarity	0.7431	NPC247298
Intermediate Similarity	0.7419	NPC262365
Intermediate Similarity	0.7414	NPC45040
Intermediate Similarity	0.7413	NPC266741
Intermediate Similarity	0.7405	NPC115627
Intermediate Similarity	0.7405	NPC118522
Intermediate Similarity	0.7405	NPC169207
Intermediate Similarity	0.7403	NPC169743
Intermediate Similarity	0.7397	NPC476151
Intermediate Similarity	0.7397	NPC179825
Intermediate Similarity	0.7397	NPC321505
Intermediate Similarity	0.7397	NPC191376
Intermediate Similarity	0.7394	NPC323123
Intermediate Similarity	0.7377	NPC323810
Intermediate Similarity	0.7376	NPC14600
Intermediate Similarity	0.7376	NPC214988
Intermediate Similarity	0.7376	NPC160607
Intermediate Similarity	0.7376	NPC204848
Intermediate Similarity	0.7376	NPC41473
Intermediate Similarity	0.7376	NPC312770
Intermediate Similarity	0.7361	NPC81026
Intermediate Similarity	0.736	NPC55617
Intermediate Similarity	0.736	NPC62258
Intermediate Similarity	0.7357	NPC64205
Intermediate Similarity	0.7355	NPC327226
Intermediate Similarity	0.7353	NPC296712
Intermediate Similarity	0.7348	NPC56634
Intermediate Similarity	0.7347	NPC147390
Intermediate Similarity	0.7347	NPC476571
Intermediate Similarity	0.7347	NPC135538
Intermediate Similarity	0.7347	NPC24233
Intermediate Similarity	0.7347	NPC428
Intermediate Similarity	0.7347	NPC246587
Intermediate Similarity	0.7344	NPC473137
Intermediate Similarity	0.7338	NPC325568
Intermediate Similarity	0.7333	NPC128723
Intermediate Similarity	0.7333	NPC92730
Intermediate Similarity	0.7333	NPC125732
Intermediate Similarity	0.7328	NPC300017
Intermediate Similarity	0.7328	NPC300478
Intermediate Similarity	0.7328	NPC268572
Intermediate Similarity	0.7325	NPC476227
Intermediate Similarity	0.7324	NPC197921
Intermediate Similarity	0.7323	NPC228425
Intermediate Similarity	0.7319	NPC45191
Intermediate Similarity	0.7319	NPC326966
Intermediate Similarity	0.7317	NPC474839
Intermediate Similarity	0.731	NPC16188
Intermediate Similarity	0.7308	NPC283468
Intermediate Similarity	0.7308	NPC150879
Intermediate Similarity	0.7308	NPC230611
Intermediate Similarity	0.7302	NPC321252
Intermediate Similarity	0.7302	NPC120982
Intermediate Similarity	0.7302	NPC147634
Intermediate Similarity	0.7302	NPC252544
Intermediate Similarity	0.7302	NPC44732
Intermediate Similarity	0.7302	NPC174096
Intermediate Similarity	0.7302	NPC226401
Intermediate Similarity	0.7302	NPC79793
Intermediate Similarity	0.7297	NPC103379
Intermediate Similarity	0.7297	NPC477565
Intermediate Similarity	0.7293	NPC469686
Intermediate Similarity	0.729	NPC134858
Intermediate Similarity	0.7288	NPC128062
Intermediate Similarity	0.7285	NPC244336
Intermediate Similarity	0.728	NPC11554
Intermediate Similarity	0.728	NPC61885
Intermediate Similarity	0.728	NPC63698
Intermediate Similarity	0.7279	NPC476353
Intermediate Similarity	0.7273	NPC91953
Intermediate Similarity	0.7273	NPC469360
Intermediate Similarity	0.7273	NPC263835
Intermediate Similarity	0.7266	NPC118419
Intermediate Similarity	0.7266	NPC244866
Intermediate Similarity	0.7266	NPC328070
Intermediate Similarity	0.7261	NPC273755
Intermediate Similarity	0.7261	NPC306804
Intermediate Similarity	0.7258	NPC113457
Intermediate Similarity	0.7258	NPC271274
Intermediate Similarity	0.7255	NPC59028
Intermediate Similarity	0.7255	NPC92191
Intermediate Similarity	0.7254	NPC471201
Intermediate Similarity	0.7252	NPC122009
Intermediate Similarity	0.7252	NPC469609
Intermediate Similarity	0.7252	NPC471671
Intermediate Similarity	0.725	NPC226096
Intermediate Similarity	0.725	NPC164514
Intermediate Similarity	0.725	NPC474073

Drug Structure

NPD4659 OpenBabel08211705262D 26 28 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 5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -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 -3.4641 0.0000 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 -4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 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 -0.0000 -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 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 -0.8660 0.5000 0.0000 C 0 0 3 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 1.7321 -1.0000 0.0000 C 0 0 3 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 -4.3301 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 3 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 -5.1962 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 2 0 0 0 0 5 17 2 0 0 0 0 6 17 1 0 0 0 0 7 9 1 0 0 0 0 7 19 2 0 0 0 0 8 10 2 0 0 0 0 8 19 1 0 0 0 0 9 20 2 0 0 0 0 10 20 1 0 0 0 0 11 13 1 0 0 0 0 11 18 1 0 0 0 0 12 14 1 0 0 0 0 12 18 1 0 0 0 0 13 22 1 0 0 0 0 14 22 1 0 0 0 0 15 17 1 0 0 0 0 15 18 1 0 0 0 0 16 21 1 0 0 0 0 16 22 1 0 0 0 0 19 21 1 0 0 0 0 20 23 1 0 0 0 0 21 24 1 0 0 0 0 23 25 1 0 0 0 0 24 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000178; DNC000779
DrugBank	DB08954
ChEMBL	CHEMBL305187
IUPHAR/BPS
PharmaGKB
KEGG Drug	D08064
PubChem CID	3689
ChEBI	93829
CAS Number	23210-56-2

Drug Properties

Molecular Weight	325.20
ALogP	-1.4946
MLogP	3.44
XLogP	6.011
HDA	2
HBD	2
Rotatable Bonds	8
TPSA	43.7
RO5 Violation	1