NPASS drugs

Drug Information

Drug ID:	NPD7796
Drug Name:	Irinotecan Hydrochloride Hydrate
Molecular Formula:	C33H38N4O6.ClH.H2O
Canonical SMILES:	CC[C@@]1(O)C(=O)OCc2c1cc1c3nc4ccc(cc4c(c3Cn1c2=O)CC)OC(=O)N1CCC(CC1)N1CCCCC1.O.Cl
Standard InCHI:	"InChI=1S/C33H38N4O6.ClH.H2O/c1-3-22-23-16-21(43-32(40)36-14-10-20(11-15-36)35-12-6-5-7-13-35)8-9-27(23)34-29-24(22)18-37-28(29)17-26-25(30(37)38)19-42-31(39)33(26,41)4-2;;/h8-9,16-17,20,41H,3-7,10-15,18-19H2,1-2H3;1H;1H2/t33-;;/m0../s1"
Standard InCHIKey:	OHNBIIZWIUBGTK-NYPSMHOZSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD7796

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	95569
0.1-0.2	115791
0.2-0.3	356
0.3-0.4	3
0.4-0.5	14
0.5-0.6	6
0.6-0.7	0
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	1

Similar Natural Products

High Similarity: Tc>=0.85; Intermediate Similarity: 0.7 <= Tc < 0.85; Remote Similarity: 0.5 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	0.9889	NPC197381
Remote Similarity	0.59	NPC276661
Remote Similarity	0.59	NPC599818
Remote Similarity	0.5347	NPC106338
Remote Similarity	0.5347	NPC303320
Remote Similarity	0.5347	NPC541875
Remote Similarity	0.5347	NPC608071

Drug Structure

NPD7796 OpenBabel08211712032D 48 52 0 0 1 0 0 0 0 0999 V2000 2.1850 -3.6576 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8676 -9.7619 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2898 -4.6547 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3416 -10.6729 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2724 -4.7278 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3614 -5.2537 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.2724 -3.6758 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7642 -3.6515 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7642 -4.6548 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6284 -3.6758 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5394 -2.0979 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.4504 -4.7278 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3614 -3.1499 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7174 -3.1499 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6284 -1.5719 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0265 -3.6515 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1580 -9.1683 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2896 -6.6604 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5519 -9.6696 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5394 -3.1499 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 4.8953 -3.1499 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1581 -5.1561 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0265 -4.6548 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1579 -6.1592 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4208 -9.1679 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2897 -9.6696 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8953 -5.1564 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1582 -8.1652 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0268 -6.6608 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4207 -8.1653 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4208 -11.1745 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8064 -1.5719 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2897 -10.6729 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.8954 -6.1591 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 9.4504 -3.6758 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.7174 -2.0979 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.2894 -7.6636 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.5200 -7.6454 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4208 -12.2265 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.8064 -0.5200 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8156 -11.5839 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5519 -10.6729 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8953 -2.0979 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.1159 0.1994 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 16.1937 -0.5200 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.8676 -11.5839 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 16.1937 -0.5200 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 16.1937 -0.5200 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 22 1 0 0 0 0 5 6 1 0 0 0 0 5 7 1 0 0 0 0 6 12 1 0 0 0 0 7 13 1 0 0 0 0 8 9 2 0 0 0 0 8 21 1 0 0 0 0 9 27 1 0 0 0 0 10 14 1 0 0 0 0 10 20 1 0 0 0 0 11 15 1 0 0 0 0 11 20 1 0 0 0 0 12 35 1 0 0 0 0 13 35 1 0 0 0 0 14 36 1 0 0 0 0 15 36 1 0 0 0 0 16 21 2 0 0 0 0 16 23 1 0 0 0 0 17 26 1 0 0 0 0 17 28 2 0 0 0 0 18 24 1 0 0 0 0 18 37 1 0 0 0 0 19 25 1 0 0 0 0 19 42 1 0 0 0 0 20 35 1 0 0 0 0 21 43 1 0 0 0 0 22 23 2 0 0 0 0 22 24 1 0 0 0 0 23 27 1 0 0 0 0 24 29 2 0 0 0 0 25 26 2 0 0 0 0 25 30 1 0 0 0 0 26 33 1 0 0 0 0 27 34 2 0 0 0 0 28 29 1 0 0 0 0 28 37 1 0 0 0 0 29 34 1 0 0 0 0 30 37 1 0 0 0 0 30 38 2 0 0 0 0 31 33 1 0 0 0 0 31 39 2 0 0 0 0 31 42 1 0 0 0 0 32 36 1 0 0 0 0 32 40 2 0 0 0 0 32 43 1 0 0 0 0 33 4 1 1 0 0 0 33 41 1 0 0 0 0 41 46 1 0 0 0 0 45 47 1 0 0 0 0 45 48 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	0
ChEBI
CAS Number

Drug Properties

Molecular Weight	586.28
ALogP	-2.7949
MLogP	3.99
XLogP	3.633
HDA	9
HBD	1
Rotatable Bonds	9
TPSA	112.51
RO5 Violation	0