NPASS drugs

Drug Information

Drug ID:	NPD6862
Drug Name:	S-38093
Molecular Formula:	C27H35N3O3
Canonical SMILES:	O/N=C(/c1ccc(cc1)C(=O)c1ccc(cc1)OCCCCN1CCN2C(C1)CCCC2)C
Standard InCHI:	InChI=1S/C27H35N3O3/c1-21(28-32)22-7-9-23(10-8-22)27(31)24-11-13-26(14-12-24)33-19-5-4-15-29-17-18-30-16-3-2-6-25(30)20-29/h7-14,25,32H,2-6,15-20H2,1H3/b28-21+
Standard InCHIKey:	HCPSSPSVUZVVSC-SGWCAAJKSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6862

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	178
0.1-0.2	984
0.2-0.3	3410
0.3-0.4	8833
0.4-0.5	3152
0.5-0.6	9949
0.6-0.7	4351
0.7-0.8	33
0.8-0.85	0
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	0.7515	NPC470019
Intermediate Similarity	0.744	NPC58661
Intermediate Similarity	0.7438	NPC471316
Intermediate Similarity	0.7394	NPC290404
Intermediate Similarity	0.7355	NPC305717
Intermediate Similarity	0.7296	NPC266425
Intermediate Similarity	0.7273	NPC80928
Intermediate Similarity	0.7267	NPC469954
Intermediate Similarity	0.7246	NPC324081
Intermediate Similarity	0.7229	NPC9373
Intermediate Similarity	0.7209	NPC476443
Intermediate Similarity	0.7209	NPC133817
Intermediate Similarity	0.7159	NPC471651
Intermediate Similarity	0.7151	NPC319320
Intermediate Similarity	0.7151	NPC287757
Intermediate Similarity	0.7126	NPC189908
Intermediate Similarity	0.7125	NPC470392
Intermediate Similarity	0.7118	NPC478189
Intermediate Similarity	0.7101	NPC153644
Intermediate Similarity	0.7101	NPC161544
Intermediate Similarity	0.7097	NPC469437
Intermediate Similarity	0.7088	NPC327005
Intermediate Similarity	0.7059	NPC469539
Intermediate Similarity	0.7059	NPC469540
Intermediate Similarity	0.7048	NPC908
Intermediate Similarity	0.7048	NPC138438
Intermediate Similarity	0.703	NPC212850
Intermediate Similarity	0.703	NPC83289
Intermediate Similarity	0.703	NPC189724
Intermediate Similarity	0.7024	NPC469978
Intermediate Similarity	0.7013	NPC263835
Intermediate Similarity	0.7	NPC164608
Intermediate Similarity	0.7	NPC214239
Remote Similarity	0.6994	NPC56635
Remote Similarity	0.6988	NPC26589
Remote Similarity	0.6988	NPC473444
Remote Similarity	0.6978	NPC207721
Remote Similarity	0.6975	NPC169766
Remote Similarity	0.6975	NPC132308
Remote Similarity	0.6964	NPC247298
Remote Similarity	0.6961	NPC227683
Remote Similarity	0.6961	NPC129578
Remote Similarity	0.6951	NPC125269
Remote Similarity	0.6949	NPC254700
Remote Similarity	0.6944	NPC474881
Remote Similarity	0.6943	NPC285394
Remote Similarity	0.6935	NPC149571
Remote Similarity	0.6932	NPC216816
Remote Similarity	0.6923	NPC329992
Remote Similarity	0.6923	NPC17760
Remote Similarity	0.6923	NPC314329
Remote Similarity	0.6918	NPC474264
Remote Similarity	0.6914	NPC301717
Remote Similarity	0.6909	NPC99854
Remote Similarity	0.6909	NPC208170
Remote Similarity	0.6909	NPC216149
Remote Similarity	0.6905	NPC171094
Remote Similarity	0.6905	NPC472409
Remote Similarity	0.6902	NPC309692
Remote Similarity	0.6898	NPC214629
Remote Similarity	0.6897	NPC471649
Remote Similarity	0.6882	NPC245974
Remote Similarity	0.6882	NPC132771
Remote Similarity	0.6882	NPC138083
Remote Similarity	0.6882	NPC315542
Remote Similarity	0.6875	NPC428300
Remote Similarity	0.6872	NPC35345
Remote Similarity	0.6871	NPC183103
Remote Similarity	0.6867	NPC254741
Remote Similarity	0.6867	NPC23332
Remote Similarity	0.686	NPC470088
Remote Similarity	0.6855	NPC470858
Remote Similarity	0.6855	NPC2771
Remote Similarity	0.6854	NPC71205
Remote Similarity	0.6854	NPC153631
Remote Similarity	0.6852	NPC257390
Remote Similarity	0.6848	NPC106606
Remote Similarity	0.6848	NPC32064
Remote Similarity	0.6848	NPC222524
Remote Similarity	0.6845	NPC11566
Remote Similarity	0.6842	NPC252004
Remote Similarity	0.6842	NPC223873
Remote Similarity	0.6842	NPC236766
Remote Similarity	0.6842	NPC197252
Remote Similarity	0.6839	NPC35744
Remote Similarity	0.6839	NPC43275
Remote Similarity	0.6835	NPC141252
Remote Similarity	0.6835	NPC11799
Remote Similarity	0.6833	NPC474858
Remote Similarity	0.6832	NPC2596
Remote Similarity	0.6832	NPC125887
Remote Similarity	0.6828	NPC473562
Remote Similarity	0.6826	NPC259685
Remote Similarity	0.6824	NPC147145
Remote Similarity	0.6821	NPC132592
Remote Similarity	0.6821	NPC316164
Remote Similarity	0.6821	NPC160821
Remote Similarity	0.6816	NPC473502
Remote Similarity	0.6813	NPC177925
Remote Similarity	0.6813	NPC218323
Remote Similarity	0.6811	NPC329816
Remote Similarity	0.681	NPC471953
Remote Similarity	0.681	NPC15083
Remote Similarity	0.6805	NPC6407
Remote Similarity	0.6805	NPC76445
Remote Similarity	0.6805	NPC284550
Remote Similarity	0.6805	NPC188243
Remote Similarity	0.6805	NPC129853
Remote Similarity	0.6805	NPC110228
Remote Similarity	0.6802	NPC196114
Remote Similarity	0.68	NPC183648
Remote Similarity	0.6798	NPC158900
Remote Similarity	0.6798	NPC26353
Remote Similarity	0.6792	NPC221798
Remote Similarity	0.6788	NPC196708
Remote Similarity	0.6788	NPC292998
Remote Similarity	0.6786	NPC124269
Remote Similarity	0.6786	NPC188947
Remote Similarity	0.6786	NPC99333
Remote Similarity	0.6786	NPC280284
Remote Similarity	0.6784	NPC164980
Remote Similarity	0.6784	NPC169591
Remote Similarity	0.6784	NPC59522
Remote Similarity	0.6784	NPC149026
Remote Similarity	0.6784	NPC185276
Remote Similarity	0.6784	NPC143896
Remote Similarity	0.6784	NPC175504
Remote Similarity	0.6784	NPC221432
Remote Similarity	0.6784	NPC308006
Remote Similarity	0.6784	NPC39329
Remote Similarity	0.6784	NPC310130
Remote Similarity	0.6784	NPC68104
Remote Similarity	0.6784	NPC91560
Remote Similarity	0.6784	NPC75049
Remote Similarity	0.6784	NPC257097
Remote Similarity	0.6784	NPC150408
Remote Similarity	0.6782	NPC474052
Remote Similarity	0.6776	NPC198075
Remote Similarity	0.6771	NPC264938
Remote Similarity	0.6768	NPC284424
Remote Similarity	0.6768	NPC474340
Remote Similarity	0.6766	NPC240593
Remote Similarity	0.6766	NPC186647
Remote Similarity	0.6765	NPC3188
Remote Similarity	0.6763	NPC110303
Remote Similarity	0.6763	NPC283234
Remote Similarity	0.6763	NPC258222
Remote Similarity	0.6763	NPC23728
Remote Similarity	0.6758	NPC66573
Remote Similarity	0.6755	NPC276120
Remote Similarity	0.6753	NPC19290
Remote Similarity	0.6753	NPC83019
Remote Similarity	0.6753	NPC470860
Remote Similarity	0.6748	NPC282230
Remote Similarity	0.6748	NPC245395
Remote Similarity	0.6748	NPC477645
Remote Similarity	0.6748	NPC183348
Remote Similarity	0.6747	NPC307682
Remote Similarity	0.6746	NPC222342
Remote Similarity	0.6746	NPC20709
Remote Similarity	0.6746	NPC225153
Remote Similarity	0.6746	NPC329203
Remote Similarity	0.6746	NPC265871
Remote Similarity	0.6746	NPC140890
Remote Similarity	0.6746	NPC310135
Remote Similarity	0.6746	NPC150648
Remote Similarity	0.6746	NPC261234
Remote Similarity	0.6746	NPC274784
Remote Similarity	0.6744	NPC209040
Remote Similarity	0.6744	NPC235217
Remote Similarity	0.6744	NPC473013
Remote Similarity	0.6744	NPC473015
Remote Similarity	0.6744	NPC473014
Remote Similarity	0.6742	NPC67080
Remote Similarity	0.6738	NPC115906
Remote Similarity	0.6737	NPC174122
Remote Similarity	0.6737	NPC64140
Remote Similarity	0.6731	NPC54243
Remote Similarity	0.6731	NPC256369
Remote Similarity	0.6728	NPC283079
Remote Similarity	0.6727	NPC101294
Remote Similarity	0.6727	NPC29650
Remote Similarity	0.6727	NPC473655
Remote Similarity	0.6727	NPC470406
Remote Similarity	0.6726	NPC476480
Remote Similarity	0.6726	NPC275055
Remote Similarity	0.6726	NPC290291
Remote Similarity	0.6726	NPC188879
Remote Similarity	0.6726	NPC157855
Remote Similarity	0.6726	NPC84585
Remote Similarity	0.6725	NPC194432
Remote Similarity	0.6725	NPC328164
Remote Similarity	0.6725	NPC161506
Remote Similarity	0.6725	NPC306829
Remote Similarity	0.6725	NPC265040
Remote Similarity	0.6725	NPC166482
Remote Similarity	0.6725	NPC40833
Remote Similarity	0.6725	NPC324134
Remote Similarity	0.6725	NPC125855
Remote Similarity	0.6725	NPC1089

Drug Structure

NPD6862 OpenBabel08211710072D 34 37 0 0 1 0 0 0 0 0999 V2000 -5.1962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 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 -2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 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 -6.9282 -0.0000 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 -6.9282 1.0000 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 -5.1962 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 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 0.8660 -0.5000 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 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 4.0000 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 -6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -3.4641 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 -6.9282 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 3 1 0 0 0 0 2 6 1 0 0 0 0 3 16 1 0 0 0 0 4 5 1 0 0 0 0 4 15 1 0 0 0 0 5 19 1 0 0 0 0 6 25 1 0 0 0 0 7 9 1 0 0 0 0 7 22 2 0 0 0 0 8 10 2 0 0 0 0 8 22 1 0 0 0 0 9 23 2 0 0 0 0 10 23 1 0 0 0 0 11 13 1 0 0 0 0 11 24 2 0 0 0 0 12 14 2 0 0 0 0 12 24 1 0 0 0 0 13 26 2 0 0 0 0 14 26 1 0 0 0 0 15 29 1 0 0 0 0 16 30 1 0 0 0 0 17 18 1 0 0 0 0 17 29 1 0 0 0 0 18 30 1 0 0 0 0 19 33 1 0 0 0 0 20 25 1 0 0 0 0 20 29 1 0 0 0 0 21 22 1 0 0 0 0 21 28 2 0 0 0 0 23 27 1 0 0 0 0 24 27 1 0 0 0 0 25 30 1 0 0 0 0 26 33 1 0 0 0 0 27 31 2 0 0 0 0 28 32 1 0 0 0 0 32 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004474
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	449.27
ALogP	-2.0243
MLogP	3.77
XLogP	4.825
HDA	3
HBD	1
Rotatable Bonds	11
TPSA	65.37
RO5 Violation	0