NPASS drugs

Drug Information

Drug ID:	NPD7797
Drug Name:	Irinotecan
Molecular Formula:	C33H38N4O6
Canonical SMILES:	CC[C@@]1(O)C(=O)OCc2c1cc1c3nc4ccc(cc4c(c3Cn1c2=O)CC)OC(=O)N1CCC(CC1)N1CCCCC1
Standard InCHI:	"InChI=1S/C33H38N4O6/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/t33-/m0/s1"
Standard InCHIKey:	UWKQSNNFCGGAFS-XIFFEERXSA-N
Max Developmental Stage:	Phase 4
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD7797

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	95290
0.1-0.2	116035
0.2-0.3	391
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	1.0	NPC197381
Remote Similarity	0.596	NPC276661
Remote Similarity	0.596	NPC599818
Remote Similarity	0.54	NPC106338
Remote Similarity	0.54	NPC303320
Remote Similarity	0.54	NPC541875
Remote Similarity	0.54	NPC608071

Drug Structure

NPD7797 OpenBabel08211712032D 44 50 0 0 1 0 0 0 0 0999 V2000 1.5702 6.7455 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1881 0.8760 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6710 5.7867 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6824 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3081 5.7165 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.4322 5.2107 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3081 6.7279 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0118 6.7513 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0118 5.7866 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8043 6.7279 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6802 8.2452 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5562 5.7165 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.4322 7.2337 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9283 7.2337 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8043 8.7509 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3409 6.7513 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5059 1.4467 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6708 3.8581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.9647 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6802 7.2337 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 4.1764 7.2337 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5060 5.3046 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3409 5.7866 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5058 4.3401 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8355 1.4470 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6709 0.9647 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1764 5.3043 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5061 2.4112 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3412 3.8578 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8354 2.4111 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8355 -0.4823 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0523 8.7509 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6709 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.1764 4.3402 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.5562 6.7279 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.9283 8.2452 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.6706 2.8936 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0307 2.9110 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8355 -1.4938 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.0523 9.7624 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1766 -0.8760 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.1764 8.2452 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.1881 -0.8760 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 44 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001339; DAP000647
DrugBank	DB00762
ChEMBL	CHEMBL481
IUPHAR/BPS	6823
PharmaGKB	PA450085
KEGG Drug	D08086
PubChem CID	60838
ChEBI	80630
CAS Number	97682-44-5

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