NPASS drugs

Drug Information

Drug ID:	NPD7936
Drug Name:	Itraconazole
Molecular Formula:	C35H38Cl2N8O4
Canonical SMILES:	CCC(n1ncn(c1=O)c1ccc(cc1)N1CCN(CC1)c1ccc(cc1)OC[C@H]1CO[C@](O1)(Cn1cncn1)c1ccc(cc1Cl)Cl)C
Standard InCHI:	InChI=1S/C35H38Cl2N8O4/c1-3-25(2)45-34(46)44(24-40-45)29-7-5-27(6-8-29)41-14-16-42(17-15-41)28-9-11-30(12-10-28)47-19-31-20-48-35(49-31,21-43-23-38-22-39-43)32-13-4-26(36)18-33(32)37/h4-13,18,22-25,31H,3,14-17,19-21H2,1-2H3/t25?,31-,35-/m0/s1
Standard InCHIKey:	VHVPQPYKVGDNFY-ZPGVKDDISA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD7936

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	494
0.1-0.2	3218
0.2-0.3	9719
0.3-0.4	9761
0.4-0.5	6611
0.5-0.6	1074
0.6-0.7	11
0.7-0.8	0
0.8-0.85	1
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	NPC228206
Intermediate Similarity	0.8442	NPC471614
Remote Similarity	0.6353	NPC56271
Remote Similarity	0.6341	NPC242923
Remote Similarity	0.6312	NPC477805
Remote Similarity	0.6312	NPC477806
Remote Similarity	0.6312	NPC477796
Remote Similarity	0.6312	NPC477795
Remote Similarity	0.6295	NPC308906
Remote Similarity	0.624	NPC160666
Remote Similarity	0.6151	NPC12100
Remote Similarity	0.6114	NPC85482
Remote Similarity	0.6082	NPC311357
Remote Similarity	0.5992	NPC280638
Remote Similarity	0.5965	NPC475998
Remote Similarity	0.594	NPC285343
Remote Similarity	0.593	NPC17305
Remote Similarity	0.5926	NPC472434
Remote Similarity	0.5885	NPC315257
Remote Similarity	0.5875	NPC467439
Remote Similarity	0.5863	NPC478006
Remote Similarity	0.5856	NPC315822
Remote Similarity	0.5852	NPC230942
Remote Similarity	0.5852	NPC315498
Remote Similarity	0.583	NPC478009
Remote Similarity	0.583	NPC478010
Remote Similarity	0.5827	NPC220852
Remote Similarity	0.5826	NPC471593
Remote Similarity	0.5821	NPC28945
Remote Similarity	0.5806	NPC472436
Remote Similarity	0.5792	NPC250178
Remote Similarity	0.5776	NPC314882
Remote Similarity	0.5774	NPC469831
Remote Similarity	0.5758	NPC186351
Remote Similarity	0.5739	NPC315467
Remote Similarity	0.572	NPC471663
Remote Similarity	0.572	NPC473006
Remote Similarity	0.5714	NPC115595
Remote Similarity	0.5699	NPC472435
Remote Similarity	0.5697	NPC52801
Remote Similarity	0.5679	NPC232872
Remote Similarity	0.5675	NPC473460
Remote Similarity	0.567	NPC136924
Remote Similarity	0.5669	NPC219350
Remote Similarity	0.5669	NPC194699
Remote Similarity	0.5668	NPC198401
Remote Similarity	0.5665	NPC46970
Remote Similarity	0.5665	NPC70172
Remote Similarity	0.5665	NPC254700
Remote Similarity	0.5664	NPC290689
Remote Similarity	0.5651	NPC141053
Remote Similarity	0.5651	NPC180504
Remote Similarity	0.5651	NPC472789
Remote Similarity	0.5641	NPC99891
Remote Similarity	0.5639	NPC323244
Remote Similarity	0.5639	NPC248903
Remote Similarity	0.5639	NPC187145
Remote Similarity	0.5638	NPC150447
Remote Similarity	0.5634	NPC300114
Remote Similarity	0.5632	NPC197141
Remote Similarity	0.563	NPC472111
Remote Similarity	0.5628	NPC302001
Remote Similarity	0.5627	NPC46259
Remote Similarity	0.5625	NPC469589
Remote Similarity	0.5621	NPC478011
Remote Similarity	0.5621	NPC478012
Remote Similarity	0.562	NPC469829
Remote Similarity	0.5611	NPC315804
Remote Similarity	0.5611	NPC313804
Remote Similarity	0.5608	NPC477633
Remote Similarity	0.5608	NPC313189
Remote Similarity	0.5608	NPC135549
Remote Similarity	0.5606	NPC148124
Remote Similarity	0.5602	NPC26928
Remote Similarity	0.5601	NPC314176

Drug Structure

NPD7936 OpenBabel08211712032D 49 55 0 0 1 0 0 0 0 0999 V2000 1.1756 1.6180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4013 -1.0181 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5823 0.7045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -13.5406 -0.4896 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 -0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 -2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4487 -1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6449 -4.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5109 -3.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5109 -5.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.3769 -3.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.6270 -0.8963 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0468 -3.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9128 -1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9128 -3.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7788 -2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -14.2451 -2.0719 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.1090 -4.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.2999 -3.2486 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.7135 -1.3030 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.9534 0.5938 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.9534 -1.0243 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4781 0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9945 -0.1045 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -14.3496 -1.0774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 -1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6449 -3.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4487 -0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.3769 -4.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.1090 -3.8364 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -12.5225 -1.8908 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -13.3315 -2.4786 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 -0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.6090 -2.2976 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -15.2631 -0.6706 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -13.2270 -3.4731 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -9.3656 -0.2153 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -10.9045 0.2847 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 0.8660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.0468 -2.3364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.7788 -3.3364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -10.9045 -0.7153 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.5827 -0.3364 0.0000 N 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 -0.4612 -1.7213 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.2429 -5.3364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.6090 -2.2976 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -11.9180 -3.2486 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 25 1 0 0 0 0 3 25 1 0 0 0 0 4 13 2 0 0 0 0 4 26 1 0 0 0 0 5 7 1 0 0 0 0 5 27 2 0 0 0 0 6 8 2 0 0 0 0 6 27 1 0 0 0 0 7 29 2 0 0 0 0 8 29 1 0 0 0 0 9 11 1 0 0 0 0 9 28 2 0 0 0 0 10 12 2 0 0 0 0 10 28 1 0 0 0 0 11 30 2 0 0 0 0 12 30 1 0 0 0 0 13 32 1 0 0 0 0 14 16 1 0 0 0 0 14 41 1 0 0 0 0 15 17 1 0 0 0 0 15 41 1 0 0 0 0 16 42 1 0 0 0 0 17 42 1 0 0 0 0 18 26 2 0 0 0 0 18 33 1 0 0 0 0 19 47 1 0 0 0 0 20 31 1 0 0 0 0 20 48 1 0 0 0 0 21 43 1 0 0 0 0 22 38 1 0 0 0 0 22 39 2 0 0 0 0 23 38 2 0 0 0 0 23 43 1 0 0 0 0 24 40 2 0 0 0 0 24 44 1 0 0 0 0 25 45 1 0 0 0 0 26 36 1 0 0 0 0 27 41 1 0 0 0 0 28 42 1 0 0 0 0 29 44 1 0 0 0 0 30 47 1 0 0 0 0 31 19 1 6 0 0 0 31 49 1 0 0 0 0 32 33 2 0 0 0 0 32 35 1 0 0 0 0 33 37 1 0 0 0 0 34 44 1 0 0 0 0 34 45 1 0 0 0 0 34 46 2 0 0 0 0 35 21 1 6 0 0 0 35 48 1 0 0 0 0 35 49 1 0 0 0 0 39 43 1 0 0 0 0 40 45 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000631
DrugBank	DB01167
ChEMBL	CHEMBL22587
IUPHAR/BPS
PharmaGKB	PA450132
KEGG Drug	D00350
PubChem CID
ChEBI	6076
CAS Number	84625-61-6

Drug Properties

Molecular Weight	704.24
ALogP	0.219
MLogP	3.77
XLogP	6.175
HDA	11
HBD	0
Rotatable Bonds	15
TPSA	100.79
RO5 Violation	3